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Mayhew Department of Biochemistry, University College Dublin, Bel®eld, Dublin, Ireland 1The kinetics and thermodynamics of the urea-induced unfolding of ¯avodoxin and apo¯avodoxin from D

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A comparison of the urea-induced unfolding of apo¯avodoxin

Brian OÂ Nuallain* and Stephen G Mayhew

Department of Biochemistry, University College Dublin, Bel®eld, Dublin, Ireland

1The kinetics and thermodynamics of the urea-induced

unfolding of ¯avodoxin and apo¯avodoxin from

Desulfo-vibrio vulgaris were investigated by measuring changes in

¯avin and protein ¯uorescence The reaction of urea with

¯avodoxin is up to 5000 times slower than the reaction with

the apoprotein (0.67 s)1 in 3 M urea in 25 mM sodium

phosphate at 25 °C), and it results in the dissociation of

FMN The rate of unfolding of apo¯avodoxin depends on

the urea concentration, while the reaction with the

holo-protein is independent of urea The rates decrease in high salt

with the greater e€ect occurring with apoprotein The

¯uo-rescence changes ®t two-state models for unfolding, but they

do not exclude the possibility of intermediates Calculation

suggests that 21% and 30% of the amino-acid side chains

become exposed to solvent during unfolding of ¯avodoxin

and apo¯avodoxin, respectively The equilibrium unfolding

curves move to greater concentrations of urea with increase

of ionic strength This e€ect is larger with phosphate than with chloride, and with apo¯avodoxin than with ¯avodoxin

In low salt the conformational stability of the holoprotein is greater than that of apo¯avodoxin, but in high salt the rel-ative stabilities are reversed It is calculated that two ions are released during unfolding of the apoprotein It is concluded that the urea-dependent unfolding of ¯avodoxin from

D vulgaris occurs because apoprotein in equilibrium with FMN and holoprotein unfolds and shifts the equilibrium so that ¯avodoxin dissociates Small changes in ¯avin ¯uores-cence occur at low concentrations of urea and these may re¯ect binding of urea to the holoprotein

Keywords: apo¯avodoxin; urea unfolding; Desulfovibrio vulgaris

Flavodoxins are small ¯avoproteins found in

microorgan-isms and eukaryotic algae where they function as electron

carriers in oxidation±reduction reactions [1,2] They consist

of a ®ve-stranded parallel b sheet of protein with a helices on

each side of the sheet, and a molecule of FMN bound

strongly but noncovalently between two loops on one side

of the molecule The two methyl groups on the ¯avin are

exposed to solvent, the dimethylisoalloxazine moiety is

¯anked by hydrophobic residues, and the ribityl phosphate

side chain extends towards the centre of the protein (Fig 1)

The ¯avodoxins are believed to function as 1-electron

carriers that operate between the semiquinone and

hydro-quinone forms of the ¯avin, and therefore the semihydro-quinone

is probably the resting state of the folded protein in the cell

The ¯avodoxins occur as short-chain proteins (137±148

residues) such as those from Desulfovibrio vulgaris,

Desulfo-vibrio desulfuricans and Clostridium beijerinckii, and a

second group that has about 20 amino acids inserted in

one strand of the b sheet, and that includes proteins from

Azotobacter vinelandii and Anabaena PCC 7119 The

¯avodoxin fold is shared by a range of unrelated proteins

(nine superfamilies) with different functions [3]

The FMN of ¯avodoxins can be reversibly removed with acid The resulting apoproteins are stable, and it has been proposed that they are useful models to investigate the folding/unfolding reactions of a/b proteins [4±8] However, their ability to bind ¯avin is a property that has yet to be explored in the context of protein folding, and it is likely that they will also prove to be useful as models for folding of a/b proteins that require a tightly bound organic cofactor for activity An early study showed that guanidine HCl disso-ciates ¯avodoxin from Clostridium pasteurianum into apo¯avodoxin and FMN [9] More recently, this denaturant has been used to study unfolding of the apoproteins of

¯avodoxins from A vinelandii [6±8] and D desulfuricans [10], and similar studies have been carried out with apo¯avodoxin from Anabaena PCC 7119 but using urea

as the denaturant [4,5] In the ®rst two cases, evidence was obtained for a stable intermediate in the equilibrium between the folded and unfolded states In contrast, urea causes apo¯avodoxin from Anabaena to unfold directly without stabilizing an intermediate The study with

apo-¯avodoxin from D desulfuricans was the only one to investigate the effect of bound FMN on the unfolding equilibrium It was concluded that FMN has no effect on the stability of the protein, and that FMN remains tightly bound to the unfolded protein [10]

The present paper compares the unfolding/folding reac-tions of ¯avodoxin from D vulgaris by urea with the corresponding reactions of its apoprotein This ¯avodoxin contains two residues of tryptophan and ®ve residues of tyrosine A tyrosine side chain (Y98) is almost coplanar with the face of the dimethylisoalloxazine moiety that is closer to solvent, while a tryptophan side chain (W60) is inclined at

Correspondence to S G Mayhew, Department of Biochemistry,

University College Dublin, Bel®eld, Dublin 4, Ireland.

Fax: + 353 1 2837211, Tel.: + 353 1 7061572,

E-mail: Stephen.Mayhew@UCD.IE

*Present address: University of Tennessee Medical Centre,

1924 Alcoa Highway, Knoxville, TN 37920, USA.

(Received 10 July 2001, revised 18 October 2001, accepted 29 October

2001)

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an angle to the opposite face (Fig 1) The ¯uorescence

emission by the side chains of the aromatic amino acids is

partly quenched when the apoprotein binds FMN, and the

intense greenish-yellow ¯uorescence of free ¯avin is about

99% quenched in the complex Measurement of the

¯uorescence emissions due to these components can

there-fore be used to monitor changes in the ¯avin±protein

complex Changes in the ¯uorescence of the apoprotein can

also provide information about the environment of the

aromatic amino acids The kinetics of unfolding and

refolding in urea and the unfolding equilibrium have been

investigated The experimental observations have been used

to determine the conformational stabilities of the

holo-protein and apoholo-protein A mechanism is proposed for

the unfolding/folding reactions of the two forms of the

protein in urea This ¯avodoxin resembles ¯avodoxin from

D desulfuricans both in amino-acid sequence (148 amino

acids) and in three-dimensional structure [11,12] However,

we ®nd that the effects of denaturant on the ¯avodoxin and

apo¯avodoxin from D vulgaris are surprisingly different

from those reported for the protein from D desulfuricans

[10]

M A T E R I A L S A N D M E T H O D S

Preparation and estimation of ¯avodoxin

and apo¯avodoxin

Flavodoxin from D vulgaris was obtained as the

recombi-nant protein that was puri®ed from extracts of E coli [13]

Apo¯avodoxin was prepared by acid precipitation [14] The

protein precipitate was dissolved in 25 mM sodium

phos-phate and 0.3 mMEDTA, pH 7.0 (buffer A), and dialysed

against the same buffer The concentrations of holoprotein

and apoprotein were determined using absorption

coef®-cients at 458 nm (10 700M)1ácm)1) and at 280 nm (22 400M)1ácm)1), respectively [13] FMN (HPLC puri®ed;

a gift from A F BuÈckmann, Gesellschaft fur Biotech-nologische Forschung Manscheroder, Weg, Germany) was determined using an absorption coef®cient of

12 500M)1ácm)1at 445 nm [15] Fluorescence titrations in which apo¯avodoxin was added to a known concentration

of FMN [13] showed that the concentration of apoprotein that bound FMN was at least 95% of the protein determined from the UV absorbance and that therefore the apoprotein was essentially fully active

Reactions with urea The effects of urea on ¯avodoxin and its apoprotein were monitored by ¯uorimetry The protein ¯uorescence of

¯avodoxin and its apoprotein was measured with excitation

at 280 nm, and emission at the wavelength that gave the greatest difference between folded and unfolded protein (380 nm and 315 nm for ¯avodoxin and apo¯avodoxin, respectively; Fig 2) The reaction of urea with ¯avodoxin was also followed by monitoring changes in ¯avin ¯uores-cence at 525 nm with excitation at 445 nm (see below) Determination of unfolding rate constants

Studies on the rate of protein unfolding were carried out by diluting a stock solution of ¯avodoxin or apo¯avodoxin in buffer A at least 100-fold to obtain 1 lMprotein in urea (0.1±10M) The relatively rapid unfolding of apo¯avodoxin

in urea and 25 mMsodium phosphate buffer pH 7 (buffer B) was measured by using a stopped-¯ow spectro¯uorimeter that consisted of a Rapid Kinetics Spectrometer Accessory (Applied Photophysics Ltd; RX-1000) interfaced to the optical system of a Baird Nova ¯uorimeter, a home-made

Fig 1 Structure of ¯avodoxin from

D vulgaris showing the relative positions of

the FMN, tryptophan side chains and tyrosine

side chains The FMN is shown in yellow,

tryptophan side chains in magenta, and

tyrosine side chains in green The ®gure was

produced with RASMOL

Trang 3

signal ampli®er, an oscilloscope (Hameg Instruments 203-7)

and a digital storage adaptor (Thurlby±Thandor DSA524)

Progress curves for the unfolding of ¯avodoxin under all

conditions, and of apo¯avodoxin at high salt concentration,

were obtained by static ¯uorimetry The reaction with

apo¯avodoxin was monitored continuously until the

reac-tion was complete In contrast, the much slower unfolding

reaction of ¯avodoxin was monitored at intervals; to

minimize photobleaching of FMN, the reaction mixtures

were stored in darkness between ¯uorescence

measure-ments Values for the ®rst-order rate constants for the

reactions were obtained by averaging for three

measure-ments the slopes of plots of the logarithm of the change in

¯uorescence vs time

Equilibrium unfolding/refolding experiments

The unfolding/folding equilibrium of ¯avodoxin and

apo-¯avodoxin was determined by following the changes in

FMN and/or protein ¯uorescence Readings were taken at

intervals until equilibrium had been reached Assays were

carried out in triplicate, with each mixture containing in

1 mL at 25 °C: 0.25±23 lM protein; up to 7.1 M urea;

sodium phosphate buffer pH 7.0; and NaCl as indicated

The mixtures were incubated for an appropriate period

(7±48 h for ¯avodoxin, depending on the phosphate

con-centration, and 20 min for incubations with apo¯avodoxin)

As is described in the Results, when the urea concentration

was suf®cient to cause only partial unfolding of ¯avodoxin

and apo¯avodoxin, a relatively rapid initial change occurred

in the ¯uorescence until equilibrium had been reached This

was followed by a further very slow change in the protein and ¯avin ¯uorescence from the holoprotein, and of the protein ¯uorescence in experiments with the apoprotein, at rates that were insigni®cant compared with the initial reaction The rates of the slow reactions were not affected by the concentration of urea (0.6±5M) or by changing the phosphate buffer concentration in the range 25±250 mM, indicating that these reactions are not associated with urea-dependent unfolding Therefore, the reactions were disre-garded and the ¯uorescence at the end of the relatively rapid phase of ¯uorescence change was taken as a measure of the equilibrium between folded and unfolded protein

The positions of the unfolded/folded equilibria of ¯avo-doxin and apo¯avo¯avo-doxin at different concentrations of urea were also measured in refolding experiments The protein (50 lM) was unfolded in buffer B and 6Murea as described above It was then diluted 50-fold into buffer B and urea (0±6M) Refolding of the diluted protein was monitored from the changes in ¯avin and/or protein ¯uorescence Analysis of the equilibrium between folded

and urea-unfolded protein The urea-unfolding curves for ¯avodoxin and its apoprotein were analysed according to a two-state model that proposes that the protein unfolds in a single step The equilibrium can

be ®tted to an expression of the type [16,17]:

where, DGDis the change in free energy between the folded and urea-unfolded states in the denaturant; D is the concentration of denaturant; DGw is the change in free energy between the folded and unfolded states in the absence of the denaturant (the Ôconformational stabilityÕ of the protein), and, m, is an empirically derived parameter, the change in free energy between the folded and unfolded states per molar concentration of denaturant The parameter

m re¯ects the cooperativity of the two-state transition Cooperativity is used to describe the sensitivity of the transition to denaturant concentration; it is not used to mean the degree to which the transition approximates a two-state transition DGD can be derived directly from experimental data (Eqn 2):

DGD ˆ ÿRT ln U

F

  andU

F ˆ

…SFÿ S†

…S ÿ SU† …2† where S is the observed ¯uorescence signal; SFand SUare the ¯uorescence signals for the folded and unfolded protein, respectively, and F and U are the proportions of the folded and unfolded states; R is the gas constant; and T is the temperature in K The urea-unfolding curves for ¯avodoxin and apo¯avodoxin were analysed using an equation derived

by Santoro & Bolen (Eqn 3) [18] that incorporates Eqns (1) and (2)

S ˆ SF ‡ SUeÿ…DGWÿmD†=RT

1 ‡ eÿ…DG W ÿmD†=RT …3† Eqn (3) lacks parameters for the slopes of the baselines of SF and SU, which are present in the equation derived by Santoro

& Bolen [18] This is because SFand SUfor ¯avodoxin and apo¯avodoxin are essentially independent of the urea con-centration (see below) The ®tting of an unfolding curve to

0

1

2

3

4

5

Wavelength (nm)

1

2

3

4

Fig 2 Fluorescence emission spectra of folded and unfolded ¯avodoxin

and apo¯avodoxin (1) Folded apo¯avodoxin; (2) folded ¯avodoxin; (3)

unfolded ¯avodoxin; (4) unfolded apo¯avodoxin The solutions

con-tained at 25 °C: 1 l M protein; 25 m M sodium phosphate, pH 7.0; and

for (3) and (4) 6 M urea The spectra (3) and (4) were recorded after all

¯uorescence changes were complete Fluorescence excitation was at

280 nm.

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Eqn (3) gives empirically derived m and DGWvalues without

having to determine the value for DGDat each concentration

of urea as is required when calculating a value of DGWusing

Eqn (1).In addition, the concentration ofureathatgives

half-unfolded protein (urea1/2) is obtained from the ®tted curve

The urea-unfolding curves were also analysed by a

method [19] that is derived using experimentally measured

values for the change in solvation free energy when the side

chains of amino acids are transferred from water to

guanidine HCl and to urea (Eqn 4) [20±23]

DGD ˆ DGW ‡ nDGs;mD

where, n is the approximate number of amino-acid side

chains that become exposed on unfolding of the protein;

DGs,mis an empirically derived constant that represents an

average value for the free energy change for the solvation of

a buried amino-acid side chain that occurs on unfolding of

the protein when the concentration of denaturant is in®nite;

Kdenis an empirical constant that represents the

concentra-tion of denaturant at which half DGs,m is achieved The

values used for DGs,m(5.024 kJ mol)1) and Kden(25.25M)

in urea were obtained from [19] These values represent the

behaviour of an ÔaverageÕ protein, determined from the

solvent-excluded side chains of 55 proteins in the Protein

Data Bank, and using solvation energies of model

com-pounds in guanidine HCl and in urea [20±23]

Assuming that salt ions bind preferentially to the folded

state, the number of salt ions (NaCl) that are released from

apo¯avodoxin when the protein unfolds can be obtained by

®tting the unfolding curves to Eqn (5) [24]

D…ln Kapp†

D…aL† ˆ DL ˆ LUÿ LF …5†

where Kappis the unfolding/folding equilibrium constant, aL

is the mean activity of the salt, and LUand LF are the

number of salt ions bound by the unfolded and folded states

of the apoprotein, respectively

Determination of kinetic and thermodynamic constants

for the binding of FMN to apo¯avodoxin

Rate and equilibrium constants were determined by

following the increase in ¯uorescence due to FMN release

when ¯avodoxin was diluted Flavodoxin was diluted at

least 150-fold to obtain 1 lM protein in buffer B and a

concentration of urea (0±1M) lower than that required to

unfold the holoprotein Equilibrium was reached within

10 min A value for the dissociation rate constant (ko€) was

determined from the progress curve The dissociation of the

holoprotein can be described by Eqns (6) and (7)

FMN-apoprotein ÿÿ*)ÿÿkoff

k on FMN ‡ apoprotein …6†

Kd ˆ kkoff

on ˆ ‰FMN ÿ apoproteinЉFMNЉapoproteinŠ ˆ x2e

a ÿ xe …7†

where Kd, is the dissociation constant; [apoprotein] and

[FMN-apoprotein], are the concentrations of free

apo¯avo-doxin and the holoprotein, respectively; a, is the initial

concentration of the holoprotein and it represents 100%

relative ¯uorescence if complete dissociation occurs; and xe

is the concentration of FMN and apoprotein at equilibrium Solution of Eqn (7) between xi(initial), x and ti, t, yields the integrated rate law for a ®rst-order, second-order equilib-rium reaction (Eqn 8) [25]

kofft ˆ 2a ÿ xxe

elnx…a ÿ xa…xe† ‡ xea

The values for xe, x, a, and t were obtained from each progress curve A plot of the right hand side of Eqn (8) vs time gives a straight line whose slope is ko€ Values for ko€ were determined from the average slope of the plots for three measurements

Values for the dissociation constant for the holoprotein (Kd) were calculated from the end point of the progress curves using Eqn (8) It was assumed that the concentrations

of apoprotein and free FMN in the equilibrium were the same As the experiments were carried out in a low concentration of urea, it was necessary to correct for a small proportion of unfolded apoprotein This was calcu-lated from the appropriate unfolding curves ®tted to Eqn (3) Values for konwere then calculated by substituting the values calculated for ko€and Kdinto Eqn (7)

Experimental data were ®tted to functions using the computer programMAC CURVEFIT(version 1.3.5)

R E S U L T S

Unfolding/refolding reactions of apo¯avodoxin Treatment with urea causes the ¯uorescence emission maximum for apo¯avodoxin to decrease in intensity and

to shift from 336 nm to 351 nm (Fig 2) The red shift is consistent with the transfer of the aromatic residues to a more polar environment [26] and it re¯ects unfolding of the protein The ¯uorescence changes occur rapidly, and at concentrations of urea that are great enough to cause complete unfolding, the progress curve follows a single exponential (Fig 3) This suggests that a two-state transi-tion occurs in the conversion of the folded protein to the unfolded state The reactions at concentrations of urea that are too low to cause complete unfolding were also found to follow ®rst-order kinetics when they were analysed accord-ing to a model for reactions that approach an equilibrium (data not shown) [25] The rate constant calculated for the reaction of apo¯avodoxin with 3 M urea in buffer B is 0.67 ‹ 0.032 s)1(Table 1) The rate depends on the ionic composition of the solution These salt effects were not examined in detail However, it was observed that when the phosphate concentration is increased from 25 mM to

250 mM, the rate constant decreases  60-fold Further-more, when chloride ion was used to raise the ionic strength

to the same value as that of 250 mMphosphate, the decrease

in the rate constant for apo¯avodoxin was somewhat less, indicating that the rate depends in addition on the nature of the salt (Table 1) The rate constant increases exponentially with increasing urea Tanford [27] proposed that the rate constant for unfolding of a protein in urea, ku, is related to the rate constant in the absence of urea, kw, and to the urea concentration by Eqn (9)

ln ku ˆ lnkw ‡ mu‰ureaŠ …9†

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where muis proportional to the increase in exposure of the

protein to solvent on going from the folded to a transition

state When this equation is used to analyse the unfolding of

apo¯avodoxin in 250 mMphosphate, the value determined

for kw(0.0066 s)1) is only about one third of kudetermined

in strongly denaturing conditions (kuˆ 0.021 ‹ 0.001 s)1

in 10Murea; Fig 4)

The refolding of urea-unfolded apo¯avodoxin occurs

rapidly It was complete within 2 s of diluting the unfolded

protein 50-fold, but attempts to follow the reaction using

stopped-¯ow ¯uorescence measurements were unsuccessful

mainly because at this dilution, it was not possible to obtain

ef®cient mixing with the instrument available The rate of

change of the protein ¯uorescence is decreased when FMN

is present in the diluting buffer so that the changes can be

followed in a conventional ¯uorimeter Experiments in

which the ®nal 20±30% of the progress curve was monitored

suggest that the reaction in the presence of equimolar FMN

follows second-order kinetics (16.4 ‹ 2.1 ´ 105 M)1ás)1)

The rate constant was found to be similar to that observed

with apo¯avodoxin that had not been through the unfolding procedure (14.1 ‹ 3.1 ´ 105 M)1ás)1)

Plots of the extent of ¯uorescence change at equilibrium

vs the concentration of urea also suggest that in the case of this apo¯avodoxin a simple two-state transition occurs between the folded and unfolded protein (Fig 5) Dilution

of the completely unfolded apoprotein with urea of different concentrations showed that the ¯uorescence at equilibrium mirrored that observed during unfolding with urea, and that the unfolding is reversible (Fig 5) The conformational stability in buffer B, determined by ®tting the urea-unfolding curve for 1 lM apo¯avodoxin, is 9.99 ‹ 0.4

kJ mol)1 A similar experiment was carried out using

50 mMMops, pH 7, as the buffer to allow comparison with published data for Anabaena apo¯avodoxin [4] The value obtained for the D vulgaris protein in Mops (DGwˆ 11.71 ‹ 1.43 kJámol)1) is similar to that in phosphate, but smaller than the value for Anabaena apo¯avodoxin (17.1 ‹ 0.5 kJámol)1) Analysis of the unfolding curve for the D vulgaris apoprotein in buffer B and using Eqn (4) suggests that 39.4 ‹ 1.2 amino-acid side chains become exposed to solvent when the protein unfolds

An increase in the concentration of salt causes the unfolding curve of apo¯avodoxin to shift to the right (Fig 5) The stability of the apoprotein increases about threefold when the concentration of phosphate buffer is increased from 25 mMto 250 mM(Table 2) The slope (m)

in the transition region of the unfolding curve shows only small increases with increasing phosphate, the main effect being a shift of the transition midpoint Similar but slightly smaller increases in the stability of apo¯avodoxin are observed when the ionic strength is increased with NaCl (Fig 5; Table 2) By assuming that the increase in stability

of apo¯avodoxin with salt is due to the preferential binding

of salt to the folded protein, it can be calculated that approximately two ions are released when the apoprotein unfolds in urea (Fig 5, inset) The values of m, DGwand the concentration of urea to give half-unfolded apoprotein were found to be independent of the protein concentration (0.25±23 lM; Table 3)

Equilibrium unfolding curves for apo¯avodoxin were also obtained using guanidine HCl as denaturant in buffer

B The midpoint of the unfolding curve occurs at a lower concentration of denaturant (1.0Mguanidine HCl vs 1.35M with urea) and the slope is steeper (20.7 ‹ 1.4 kJámoláM)1) The calculated conformational stability in guanidine HCl (21.15 ‹ 1.45 kJámol)1) is about twice that calculated in urea under the same conditions It seems likely that the denaturing effect of guanidine HCl is modulated by its

0

0.5

1

Time (s)

-4 -3 -2 -1 0

Time (s)

Fig 3 The kinetics of unfolding of apo¯avodoxin by urea The

reac-tions contained at 25 °C: 1 l M apo¯avodoxin; sodium phosphate,

pH 7.0; and urea The protein ¯uorescence was measured at 315 nm

with excitation at 280 nm d, 25 m M phosphate and 3 M urea; h,

25 m M phosphate, 500 m M NaCl and 6 M urea; m, 250 m M phosphate

and 6 M urea The inset shows the corresponding logarithmic plots.

Table 1 E€ects of salt on the rates of urea-unfolding of ¯avodoxin and apo¯avodoxin Values for the ®rst-order rate constants for the unfolding of the protein (k u ) in urea at pH 7.0 and 25 °C were determined as described in Figs 3 and 6 The errors are the standard deviations.

10 4 ´ k u (s )1 ) Flavodoxin Apo¯avodoxin

25 m M sodium phosphate 3 ± 6729 ‹ 321

25 m M sodium phosphate

+ 500 m M NaCl 6 0.16 ‹ 0.01 396 ‹ 15

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contribution to the salt concentration and a resultant

increase in stabilization

Unfolding/refolding reactions of ¯avodoxin

Flavodoxin completely unfolds by a single exponential in a

high concentration of urea, as was found to occur with

apo¯avodoxin Identical kinetics are observed when the

reaction is followed by measuring the protein or the ¯avin

¯uorescence (Fig 6) The ®nal ¯avin ¯uorescence is the

same as that of free FMN Depending on the reaction

conditions the rate constant calculated for urea-unfolding of

the holoprotein is up to 5000 times smaller than that for the

apoprotein (Table 1) In further contrast to the reaction

with the apoprotein, the rate constant is independent of the

urea concentration [ku in 6 M urea ˆ 1.42 ‹ 0.02 ´

10)4s)1 (3); ku in 10M urea ˆ 1.48 ‹ 0.05 ´ 10)4 s)1

(3)], and similar to the rate constant determined for

dissociation of the holoprotein in the absence of urea

(ko€ˆ 1.81 ´ 10)4s)1) This suggests that the dissociation of

the holoprotein complex to apo¯avodoxin and FMN is the rate-determining step during unfolding of this ¯avodoxin Salt inhibits the rate of unfolding of ¯avodoxin but the inhibition is less than the corresponding salt inhibition observed with the apoprotein (Table 1)

The equilibrium curves for urea-unfolding of the holo-protein suggest that the holo-protein unfolds by a simple two-state transition, as was also concluded for the apoprotein The extent of the change of the ¯avin ¯uorescence at a given concentration of urea is the same as the extent of change for the protein ¯uorescence (Fig 7)

It was observed that at concentrations of urea below that required to establish the folded/unfolded equilibrium

Fig 5 E€ects of NaCl on the urea-unfolding/folding curve for

apo-¯avodoxin Unfolding curves were determined at 25 °C for 1 l M

apo¯avodoxin in 25 m M sodium phosphate bu€er, pH 7, with 0 M (d), 0.1 M (r), 0.3 M (j) or 0.5 M (m) NaCl Fluorescence excitation and emission was measured at 280 nm and 315 nm, respectively The unfolding curves were ®tted using Eqn (3) A refolding curve was also determined in the absence of NaCl (half ®lled square) The data points are average values from three measurements Inset: plots of the loga-rithm of the equilibrium constant (K app ) for the unfolding of

apo-¯avodoxin calculated at 2.94 M (j) and 3.43 M (d) urea vs the logarithm of the mean activity of NaCl (ln a ‹ ).

Table 2 E€ects of salt on the energetic parameters for the conformational stabilities of ¯avodoxin and apo¯avodoxin The parameters were determined at 25 °C from urea-unfolding curves for 1 l M protein in the bu€er at pH 7.0 as indicated.

Bu€er m(kJámol)1 á M)1) Urea( M ) 1/2 DG(kJámolw )1 )

Flavodoxin

25 m M NaP i )6.44 ‹ 0.4 2.66 17.59 ‹ 1.0

+ 500 m M NaCl )4.04 ‹ 0.5 5.01 20.15 ‹ 2.6

250 m M NaP i )6.32 ‹ 0.4 4.71 29.62 ‹ 2.3

Apo¯avodoxin

25 m M NaP i )7.50 ‹ 0.3 1.35 9.99 ‹ 0.4

+ 100 m M NaCl )6.97 ‹ 0.3 2.28 15.73 ‹ 0.6

+ 300 m M NaCl )7.93 ‹ 0.7 2.91 22.91 ‹ 2.0

-4.8

-4.4

-4

-3.6

-1 )

Urea (M)

Fig 4 The e€ect of urea concentration on the rate constant of unfolding

of apo¯avodoxin The logarithm of the observed ®rst-order rate

con-stant (k u ) for the unfolding of apo¯avodoxin at 25 °C in 250 m M

sodium phosphate, pH 7.0, containing 5.2±10 M urea, is plotted

against the concentration of urea The values for k u are the averages of

three kinetic traces The error bars show the standard deviations.

Trang 7

(< 1Murea in buffer B) the FMN ¯uorescence increases by

up to threefold (equivalent to  3% of the FMN

¯uores-cence of fully dissociated ¯avodoxin), and comparable

changes occur in the protein ¯uorescence Several

explana-tions for this effect were considered, including the possibility

that the holoprotein partly unfolds to an intermediate in

which FMN is still protein-bound, as proposed recently

for the guanidine HCl unfolding of ¯avodoxin from

D desulfuricans [10] However, kinetic analysis of the

increase with ¯avodoxin from D vulgaris, and

measure-ment of the ¯uorescence end point as a function of the urea

concentration, suggest that the effect results mainly from a shift to the right of the holoprotein/apoprotein equilibrium described by Eqn (6) The value determined for the dissociation rate constant (ko€) is independent of the concentration of urea (2.03 ‹ 0.53 ´ 10)4s)1 for 0±1 M urea; Table 4) The value for the holoprotein/apoprotein dissociation constant (Kd) (corrected for the proportion of apoprotein that is unfolded; see Materials and methods) increases with increasing urea in the same range (Table 4)

As ko€is unaffected by the urea concentration, this increase

in Kdmust re¯ect a decrease in the value for the association

Table 3 E€ects of protein concentration on the energetic parameters for the conformational stabilities of ¯avodoxin and apo¯avodoxin The energetic parameters were determined by ®tting unfolding curves as in Figs 5 and 7 using Eqn (3) Data were obtained at 25 °C in 25 m M sodium phosphate and 0±7.1 M urea.

Protein [protein]7(M) m(kJámol)1 á M)1) urea( M ) 1/2 DG(kJámolw )1 )

Flavodoxin

0.25 ) 4.79 ‹ 0.4 2.44 11.68 ‹ 1.1 1.00 ) 6.44 ‹ 0.4 2.66 17.59 ‹ 1.0 2.50 ) 7.62 ‹ 0.4 2.69 21.07 ‹ 1.5 5.00 ) 5.95 ‹ 0.3 2.91 17.24 ‹ 1.0 14.00 ) 6.22 ‹ 0.4 3.28 20.62 ‹ 1.4 23.00 ) 6.59 ‹ 0.4 3.31 21.59 ‹ 1.3 Apo¯avodoxin

0.25 ) 9.48 ‹ 0.6 1.04 9.81 ‹ 0.7 1.00 ) 7.50 ‹ 0.3 1.35 9.99 ‹ 0.4 2.50 ) 8.93 ‹ 0.4 1.42 12.59 ‹ 0.5 5.00 ) 7.16 ‹ 0.4 1.40 10.05 ‹ 0.6 23.00 ) 8.60 ‹ 0.5 1.40 12.18 ‹ 0.7

Fig 7 E€ects of salt on the urea-unfolding curve of ¯avodoxin Unfolding curves were determined at 25 °C, pH 7, with 1 l M protein The curves were determined in 25 m M sodium phosphate without NaCl (d,s) or with 0.5 M NaCl (m), or in 250 m M sodium phosphate (j); they were ®tted using Eqn (3) The plots show changes with urea concentration in the observed protein (d,m,j) and ¯avin ¯uorescence (s) Each data point is an average from three samples.

Fig 6 Progress curves for the unfolding of ¯avodoxin by urea The

experiments were carried out at 25 °C, pH 7.0, with 1 l M ¯avodoxin.

Protein (open symbols) and ¯avin (closed symbols) ¯uorescence was

measured at 380 nm and 525 nm with excitation at 280 nm and

445 nm, respectively m,n, 25 m M phosphate and 6 M urea; j,h,

25m M phosphate, 500 m M NaCl and 6 M urea; d, 250 m M phosphate

and 8 M urea The inset shows the corresponding logarithmic plots.

Trang 8

rate constant (kon; Table 4) It is concluded that the increase

in ¯avin ¯uorescence at low urea concentrations results

mainly from a direct effect of urea on the holoprotein that

weakens the FMN±protein interactions and shifts the

equilibrium in Eqn (6) to the right In addition,

apo¯avo-doxin in equilibrium Eqn (6) starts to become unfolded at

these low concentrations of urea, and this contributes to

dissociation of ¯avodoxin by removing folded apoprotein

from the equilibrium

When urea-unfolded ¯avodoxin is diluted to give a lower

concentration of urea the changes in FMN and protein

¯uorescence are reversed, indicating that the unfolding is

again reversible Both ¯avin and protein ¯uorescence

quenching follow second order kinetics, and the rate

constant for the reaction (16.4 ‹ 1.9M)1ás)1) is identical

to the value determined when unfolded apoprotein is

refolded in the presence of equimolar FMN, indicating that

the rate-determining step in the refolding pathway of the

holoprotein is the binding of FMN However, the changes

are smaller than those observed during the unfolding

reaction, showing that refolding is incomplete For example,

only  80% of the holoprotein was found to refold in 0.12M

urea as judged by the extent of ¯uorescence quenching; in

contrast, the addition of holoprotein to 0.12Murea caused

less than 3% unfolding The incomplete refolding of

urea-unfolded ¯avodoxin is most likely due to inactivation of

apoprotein during the long period required to completely

unfold the holoprotein (7 h), in contrast to the much shorter

period used to unfold apoprotein (20 min) This conclusion

is supported by the observation that when unfolded

holoprotein is exposed to urea for a longer period than is

required to completely unfold the protein even less folded

protein is formed when the urea is subsequently diluted out

(6% recovery of folded holoprotein after 48 h unfolding) A

control experiment showed that when apoprotein is

incu-bated in urea for up to 5 days before diluting out the

denaturant, the extent of refolding also progressively

decreases (data not shown) The urea-unfolding and

refold-ing experiments were carried out in the absence of EDTA, a

chelating agent that is used to protect thiol groups from

heavy metal-catalysed oxidation The inclusion of 2 mM

EDTA in the incubations did not improve the reversibility of

the reactions after long-term treatment with urea

The conformational stability determined for the

holo-protein of ¯avodoxin in buffer B (17.6 ‹ 1.0 kJámol)1,

Table 3) is almost twice that of the apoprotein The greater

stability of the holoprotein results from an increase in the transition midpoint which is approximately doubled The ®t

of the urea-unfolding curve for ¯avodoxin with Eqn (4) suggests that the number of amino-acid side chains that become exposed when the holoprotein unfolds (30.6 ‹ 1.7)

is  9 less than for the apoprotein

In contrast to the apoprotein for which the transition midpoint was found to be independent of the protein con-centration, the transition midpoint for the holoprotein increases gradually from  2.4Murea when the protein con-centration is 0.25 lM to  3.2M urea at 23 lM protein (Table 3) This increase may indicate that the protein asso-ciates to a polymeric form However, there is no experi-mental evidence for such a phenomenon with this

¯avodoxin in the absence of urea The values calculated for the conformational stability and the slope (m) in the transition region at each protein concentration do not follow a de®nite pattern (Table 2), and therefore it is not possible to draw a ®rm conclusion about the cause of this increase in the transition midpoint

When the concentration of salt is increased the unfolding curve is shifted to the right (Fig 7), as also occurs with the apoprotein However, the resultant increase in stability of the holoprotein is smaller than the increase in stability that occurs with the apoprotein As a consequence, the stability

of the apoprotein in high salt is greater than the stability of the holoprotein Phosphate increases the slope in the transition region of the unfolding curve for apo¯avodoxin but it has no effect on the slope of the curve for ¯avodoxin Furthermore, the slope of the curve for the holoprotein is smaller when NaCl rather than phosphate is used to increase the ionic strength (Table 2, Fig 7)

D I S C U S S I O N

The experiments described in this paper show that

D vulgaris apo¯avodoxin is reversibly unfolded by urea

in a reaction whose equilibrium midpoint depends on the ionic composition of the solution The change in protein

¯uorescence as a function of the concentration of urea is consistent with a two-state model of unfolding, as are the kinetics of the reaction However, two observations suggest that the apoprotein of D vulgaris ¯avodoxin is not completely unfolded in urea First, the maximum ¯uores-cence emission occurs at 351 nm, and is therefore blue-shifted compared with the protein emission from unfolded apo¯avodoxins from A vinelandii [28] and Anabaena [4] which occurs at 354±355 nm The 3±4 nm difference suggests that the side chains of the aromatic amino acids

in the urea-treated D vulgaris protein may not all be as exposed to solvent as those in the unfolded apo¯avodoxins from the other two organisms [29] Second, it is calculated that only 30% of the amino-acid side chains become exposed to solvent after urea treatment, a value that is similar to the value that can be calculated for the urea-unfolding of apo¯avodoxin from Anabaena (using the data

of Fig 6 in [4])

The observation that the ®nal protein ¯uorescence of urea-treated ¯avodoxin is the same as that of apoprotein treated with the same concentration of urea suggests that when the urea concentration is suf®ciently high both forms

of the protein unfold to the same extent The observation that the ¯uorescence due to FMN in urea-unfolded

Table 4 E€ect of urea on the rate constants and the equilibrium

disso-ciation constant for the complex of FMN and apo¯avodoxin

Experi-mental data were obtained at 25 °C with a ®nal protein concentration

of 1 l M in 25 m M sodium phosphate pH 7.0 and urea as indicated k o€

and K d were determined experimentally; k on was calculated.

[urea]

( M ) 10

( M)1ás )1 ) 10

(s )1 ) 10

( M ) 0.0 8.32 1.81 2.18

0.2 5.07 2.31 4.55

0.4 4.33 1.58 3.66

0.6 3.92 1.79 4.56

0.8 3.40 2.56 7.53

1.0 2.83 2.13 7.54

Trang 9

¯avodoxin is the same as that of protein-free FMN under

the same conditions indicates that the FMN is fully

dissociated from the protein The kinetics of the two

unfolding reactions involve a single exponential, similar to

those observed with other small single-domain proteins [29],

and because the rate constants for the increase in FMN

¯uorescence and protein ¯uorescence are so similar, we

conclude that the rate-limiting step in unfolding of the

holoprotein is the slow dissociation of FMN from the

apoprotein The only evidence so far that urea perturbs

the holoprotein at urea concentrations less than that

required in the transition region is the small increase in

protein and ¯avin ¯uorescence at urea concentrations up to

1M As was discussed earlier, the ¯uorescence increase

appears to be due to the release of FMN from the protein in

accordance with a shift of the equilibrium in Eqn (6) to the

right This results partly from unfolding of apoprotein in the

holoprotein/apoprotein equilibrium at these low

concentra-tions of urea, but presumably also from an interaction of

urea at the FMN binding site, possibly by

hydrogen-bonding to polar groups on the protein [31]

The conformational stabilities calculated for D vulgaris

¯avodoxin and apo¯avodoxin in low salt are small by

comparison with other globular proteins for which values in

the range 21±60 kJámol)1have been reported [32] The value

for apo¯avodoxin is also low by comparison with the values

for apo¯avodoxins from Anabaena and A vinelandii The

low stability of the D vulgaris protein might be because of

residual structure in the urea-unfolded protein, or because

of a stable intermediate not detected by ¯uorimetry that

could decrease the slope in the transition region of the

folding curve [17] Stabilization by salts similar to that

observed with D vulgaris apo¯avodoxin and ¯avodoxin has

been observed with Anabaena apo¯avodoxin [4] and with

the chemotactic protein CheY that has the ¯avodoxin-like

fold [33] The increase in stabilization might originate from

effects such as those discussed above, including

destabiliza-tion of a folding intermediate, as well as addidestabiliza-tional effects

such as preferential binding of salt ions to the folded protein

or an effect on the properties of the solvent The use of a

single spectroscopic technique to monitor unfolding, as used

in the present study, cannot exclude the formation of stable

intermediates in the reaction, nor does it allow the

conclusion that the protein at the end point of the transition

is devoid of all secondary and tertiary structure

Measure-ments of the unfolding equilibrium by additional techniques

such as far UV circular dichroism might reveal different

unfolding equilibria, as recently observed in the

guani-dine HCl unfolding of apo¯avodoxins from A vinelandii

[6±8] and D desulfuricans [10] It is known that other

proteins whose unfolding curves ®t the two-state model in

fact give intermediates in their unfolding/folding reactions

[34]

The larger values calculated for the conformational

stabilities of ¯avodoxin and its apoprotein in phosphate,

compared with NaCl, and the smaller rate of unfolding of

apoprotein in NaCl, indicates that the increased

stabiliza-tion of the protein by salts cannot be explained simply by

a shielding of charged groups that might otherwise

destabilize the protein The decrease in the m value for

¯avodoxin with NaCl is unusual but not unique because a

similar effect has been reported on the m value for an

equilibrium intermediate in the unfolding of apomyoglobin

from Aplysia limacina [34] In this case it was suggested that the large decrease ( threefold) in the m value with KCl is due to deviations from a proposed three-state model

It was calculated that the NaCl induced shift in the urea-unfolding curve for D vulgaris apo¯avodoxin could be due

to preferential binding of two salt ions to the folded protein (Fig 5, inset) There is no direct evidence for the binding of salts by this ¯avodoxin although it is known that the rate of association of FMN with the apoprotein is inhibited by dianionic phosphate, possibly due to competition between FMN and phosphate for the binding site [35], and in the apoprotein±ribo¯avin complex a phosphate or sulfate anion occupies the site in the protein that is normally occupied by the phosphate of FMN [36] The interactions between ¯avin and apo¯avodoxin also depend on the cation; the interac-tion is weaker in potassium salts than in sodium salts [13,37] The multiple binding of ions to other a/b proteins and the stabilization of folded states by such ions are well established [34,38,39]

According to the Hofmeister series [40], phosphate dianion and to a lesser extent chloride anion, disrupt the structure of water, markedly increase its surface tension, and decrease the solubility of nonpolar molecules (the so-called salting-out effect) If the observed salt effects on ¯avodoxin and apo¯avodoxin are due only to a change to the physical properties of the solvent, large stabilizing effects should be caused by phosphate relative to chloride Phosphate should then lead to larger shifts in the unfolding curves It is observed experimentally, however, that chloride and phos-phate have similar effects, suggesting that the salt effects are not due only to a change to the physical properties of the solvent It is concluded that the greater conformational stabilities of the two forms of the protein at high concen-trations of salt are probably due to a combination of factors including the preferential binding of salt ions to the folded protein, ionic strength effects, as well as to a change in the physical properties of the solvent

A detailed study of unfolding of the holoprotein of a

¯avodoxin has been reported for one other protein, namely

¯avodoxin from D desulfuricans [10] This protein was unfolded with guanidine HCl in 3 mMphosphate pH 7 The reactions differed in several ways from the unfolding reactions of D vulgaris ¯avodoxin described above First, the reactions with the D desulfuricans holoprotein were complete in less than 1 min rather than requiring hours to reach completion Second, the protein ¯uorescence increased

at low concentrations of denaturant without a change in the

¯avin ¯uorescence Third, the FMN was found to be bound tightly after the protein had been unfolded (calculated

Kdˆ 0.2 nM[10]) The changes in protein ¯uorescence were found to occur at smaller concentrations than changes in the far UV circular dichroism of the protein, leading to the conclusion that unfolding of this protein does not ®t a two-state model, but rather that it occurs through an interme-diate partly unfolded state in which the FMN is still tightly bound to the apoprotein.The conformational stabilities determined for ¯avodoxin and apo¯avodoxin from

D desulfuricans using guanidine HCl [10] are similar to the stabilities determined for the corresponding proteins from D vulgaris but using urea in high salt It seems likely that the charge on guanidine HCl has a stabilizing effect similar to that of a high concentration of phosphate or

Trang 10

chloride ion In support of this conclusion, the

conforma-tional stability of D vulgaris apo¯avodoxin in

guani-dine HCl was found to be greater than the stability in urea

The marked differences between the unfolding reactions

of ¯avodoxins from two species of Desulfovibrio are

somewhat surprising because the primary sequences and

overall crystal structures of the two proteins are very

similar [11,12] Flavin binding by the apoprotein of

D desulfuricans ¯avodoxin is reported to be stronger than

that of the apoprotein of D vulgaris ¯avodoxin (Kdvalues

of 0.1 and 0.24 nM, respectively [35,41]) It should be noted

however, that the experimental data for the D

desulfuri-cans protein do not support such a small value for the Kd

The value given in [41] was obtained from

spectrophoto-metric measurements in which aliquots of apoprotein were

added to 43.8 lMFMN It is clear that a Kdvalue as small

as 0.1 nM could not be measured by this method

Recalculation of Kdfrom the experimental points that lie

off the straight lines of Fig 4 in [41] indicates that its value

is 0.14 ‹ 0.1 lM If the Kd value for the oxidized

D desulfuricans protein is indeed  700 times greater than

that of D vulgaris ¯avodoxin, differences in the

mecha-nisms of unfolding of the two proteins might be

under-standable The conformations of the two loops of protein

that envelop the FMN are different in the two proteins

[11,12] As a result, the carbonyl of glutamate 99 in

D vulgaris ¯avodoxin points towards the solvent, while in

the D desulfuricans protein it points towards the ¯avin

and is 0.29 nm from O(4) of the isoalloxazine structure As

was noted by others [12], the orientation in the D

desul-furicans protein should lead to O-O repulsion and to a less

stable ¯avin±protein complex It should be noted further

that neither the published Kd value of 0.1 nM for the

oxidized protein nor the re-estimated value of 0.14 lM

leads to the Kd values that have been published for the

semiquinone and hydroquinone forms of this ¯avodoxin

[40]; the values reported seem to greatly underestimate the

strengths of interaction between this apo¯avodoxin and

the two reduced forms of FMN

Based on the observations described above, a scheme can

be devised for the unfolding/folding of D vulgaris

¯avo-doxin and apo¯avo¯avo-doxin in urea (Fig 8) It is proposed that

urea binds rapidly to the apoprotein to form a complex to

which FMN binds relatively weakly, possibly because

of competition between urea and ¯avin for the same

hydrogen-bonding groups on the protein and/or because of

a urea-induced change in the protein conformation More

denaturant binds to apoprotein at greater urea

concentra-tions (reaction I) leading to unfolded protein [(urea)x

-apo*-urea] It is further proposed that when ¯avodoxin is treated

with urea, the denaturant reacts rapidly with both the

holoprotein (reactions E/F) and the apoprotein (reactions

C/D) so that a weaker holoprotein complex results

(apo-urea and (apo-urea-apo-FMN appear in solution) The model

proposes that the subsequent unfolding/folding reactions of

the holoprotein can occur by two routes One of these

involves unfolding of apoprotein (reaction I) and a

conse-quent perturbation of the holoprotein/apoprotein equilibria

(reactions A/B and G/H) Note that the equilibria A/B and

G/H do not depend directly on the concentration of urea

The other route involves further interaction of urea with the

holoprotein complex (urea-apo-FMN) and the direct

unfolding of this complex (reaction L)

When the urea concentration is low, the small concen-tration of apoprotein (apo-urea) that is in equilibrium with the holoprotein, unfolds rapidly to a new equilibrium that includes completely unfolded protein [(urea)x-apo*-urea], the two species of folded protein (apo-urea and urea-apo-FMN), free FMN and urea The FMN prevents the apoprotein from unfolding completely and maintains a high equilibrium concentration of apo-urea-FMN As the direct unfolding/folding reactions of the holoprotein complex (reactions K/L) are very slow, the protein unfolding/folding occurs mainly via the apoprotein routes through the apo-urea complex

The scheme of Fig 8 provides a working hypothesis for the overall unfolding/folding reactions of D vulgaris apo¯avodoxin and ¯avodoxin, and it forms a basis for further experimentation It does not account for all of the experimental observations on the system, in particular the different effects of salt on the two forms of the protein that cause the conformational stability of the apoprotein in high salt to be greater than that of the holoprotein It is pos-sible that an intermediate occurs during folding/unfolding

of the holoprotein in high salt and that this decreases the slope of the equilibrium curve, leading to an underestimate

of the conformational stability The scheme proposes that addition of free FMN should shift the unfolding equilib-rium even further to the right Such a shift might

be dif®cult to detect using ¯uorescence methods because

of high background emission from the added ¯avin However, it should be possible to test the scheme by using

an alternative method such as circular dichroism or nuclear magnetic resonance spectroscopy, together with the use of

Fig 8 Scheme for the unfolding/folding reactions of ¯avodoxin in urea apo, is folded apo¯avodoxin; urea-apo-FMN is a quasi-folded ¯avo-doxin at low urea concentrations; apo-urea is quasi-folded apo¯avo-doxin at low urea concentrations; and (urea) x -apo*-urea is unfolded protein The sum of (urea)x and urea is the concentration of urea required to completely unfold the protein.

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