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Purification and properties of an alkaline proteinase of Fusarium culmorum Anja |.. To do this, Fusarium culmorum was grown in a gluten-con- taining medium from which an alkaline serine

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Purification and properties of an alkaline proteinase

of Fusarium culmorum

Anja | Pekkarinen'?, Berne L Jones? and Marja-Leena Niku-Paavola”

' Department of Agronomy, University of Wisconsin-Madison, USA; ?VTT Biotechnology, Finland;

3USDA-ARS, Cereal Crops Research Unit, Madison, WI, USA

The disease Fusarium head blight (scab) causes severe

problems for farmers and for the industries that use cereals

It is likely that the fungi that cause scab (Fusarium spp.) use

various enzymes when they invade grains We are studying

enzymes that the fungi may use to hydrolyze grain proteins

To do this, Fusarium culmorum was grown in a gluten-con-

taining medium from which an alkaline serine proteinase

with a molecular mass of 28.7 kDa was purified by size-

exclusion and cation exchange chromatographies The

enzyme was maximally active at pH 8.3-9.6 and 50 °C, but

was unstable under these conditions It hydrolyzed the syn-

thetic substrates N-succinyl-Ala-Ala-Pro-Phe p-nitroanilide

and, to a lesser extent, N-succinyl-Ala-Ala-Pro-Leu

p-nitroanilide It was inhibited by phenylmethanesulfonyl

fluoride and chymostatin, but not by soybean trypsin or Bowman-Birk inhibitors Parts of the amino-acid sequence were up to 82% homologous with those of several fungal subtilisins One of the active site amino acids was detected and it occupied the same relative position as in the other subtilisins Therefore, on the basis of these characteristics, the proteinase is subtilisin-like Purification of the enzyme was complicated by the fact that, when purified, it apparently underwent autolysis The presence of extraneous protein stabilized the activity

Keywords cereal; fungus; chymotrypsin; — subtilisin; proteinase

Fusarium head blight (FHB, scab) has for many years been a

serious problem for cereal producers and for the various

cereal industries The majority of past FHB epidemics

have been caused by the fungus Fusariuwn graminearum

(Gibberella zeae), but some infestations have also been due

to F culmorum and/or F avenaceum (G avenacea), espe-

cially in Europe [1] FHB causes severe yield losses in wheat

and barley and reduces the crop quality by destroying some

of the necessary grain components and by producing

mycotoxins Fusarium contamination of malts is also

associated with ‘gushing’ problems that have sometimes

plagued the brewing industry [2-4]

The role that fungal proteinases play in the FHB

pathogenesis is not known, but there are indications that

Correspondence to A I Pekkarinen, USDA-ARS, CCRU, 501 N

Walnut St., Madison, WI 53705-2334, USA Fax: + 1 608 264 5528,

Tel.: + 1 608 262 4478, E-mail: apekkarinen@ facstaff.wisc.edu

Abbreviations: CMC, carboxymethyl cellulose; E-64, trans-Epoxy-

succinyl-1-leucylamido-(4-guanidino)butane; PMSF, phenyl-

methanesulfonyl fluoride; pAPMSF, p-amidino

phenylmethanesulfonyl fluoride; CST, chymostatin; STI, soybean

trypsin inhibitor; BBI, Bowman—Birk inhibitor; TLCK, Ne-p-tosyl-

L-lysine chloromethyl ketone; TPCK, N-tosyl-1-phenylalanine

chloromethyl ketone; SAAPFpNA, N-succinyl-Ala-Ala-Pro-Phe

p-nitroanilide; SAAPLpNA, N-succinyl-Ala-Ala-Pro-Leu p-nitro-

anilide; BVGRpNA, N-benzoyl-Val-Gly-Arg p-nitroanilide; GPpNA,

N-glutaryl-L-Phe p-nitroanilide; BApNA, Na-benzoyl-L-Arg p-nitro-

anilide

Enzymes: chymotrypsin (EC 3.4.21.1); trypsin (EC 3.4.21.4); subtilisin

(EC 3.4.21.62); oryzin (EC 3.4.21.63)

(Received 16 August 2001, revised 20 November 2001, accepted 23

November 2001)

these enzymes may contribute to some of the problems that are associated with diseased wheat Electron microscope examinations have indicated that the wheat endosperm protein matrix disappeared when F graminearum invaded the aleurone layer [5] or the starchy endosperm tissue [5,6]

F graminearum infections also caused a decrease in the relative proportions of extractable wheat albumins and glutenins [7] When either / graminearum or F culmorum was grown on media that contained cereal proteins, it produced proteinases that had predominantly alkaline pH optima [8] An alkaline proteinase activity that was associ- ated with the breakdown of storage proteins has also been detected in FHB-diseased wheat kernels [6]

Cereal grains contain multiple proteins that inhibit the activities of microbial proteinases [9,10] and it seems likely that they make some of these inhibitors to slow or prevent the disruption of the grain proteins during fungal attacks

We are purifying, identifying and characterizing the pro- teinases that are synthesized by Fusarium fungi when they are grown on grain protein-containing media These will then be used to probe for barley inhibitors that inactivate Fusarium proteinases, to define the interactions between these enzymes and inhibitors and to ascertain whether or not they occur within infested grains In this paper we report the purification and characterization of one of the protein- ases that is produced by F culmorum

MATERIALS AND METHODS Fusarium culture

F culmorum (strain VTT-D-80148) was grown in Arm- strong medium that was modified by replacing its inorganic nitrogen salt with gluten, so that it induced the fungus to

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© FEBS 2002

produce alkaline proteinases [8] Two litres of inoculum was

grown in Armstrong mineral medium [11] and it was used to

start a 30-L culture that was identical, but contained 1 g:-L™!

(NH¿)›SO¿ This, in turn, was used to inoculate a final

270-L_ growth medium preparation The 300-L growth

medium was as described previously [8], except that it was

prepared with tap water It contained 8 g:L™! of an impure

gluten preparation (80% protein, 7% fat, Sigma #G5004,

St Louis, MO, USA) that had been dry-heat sterilized (10 h

at 160 °C) Fermentation was in a New Brunswick Scientific

IF400 fermenter

Throughout the fermentation, the pH of the culture

medium was maintained at 4.5—5.0 by adding either NaOH

or H3PO, as needed, and the temperature was maintained at

18-21 °C The fungal growth was monitored by measuring

the glucose concentration and chymotrypsin/subtilisin pro-

teinase activities of samples that were removed from the

growth medium 0, 19, 24, 27, 31 and 42 h after the culture

was started The purity of the culture was confirmed by agar

plating and by microscopic examination When ~ 50% of

the glucose had been used up (43 h), the mycelia were

separated by centrifugation with an Alfa Laval Separator

Type BPTX 205SGD-30CDP (Sweden) This step yielded

270 L of supernatant that was concentrated to 16.6 L with

four PCI modules (PCI, Whitchurch, UK) using ES625

membranes (nominal molecular weight cut-off 10 000 Da,

2.6 m each) The concentrate was divided into appropriate

aliquots, frozen, and stored at —20 °C

Analytical methods

Nonspecific proteinase assay An azogelatin assay [12] was

used for analyzing the total nonspecific proteinase activities

Each reaction was started by adding 0.5 mL of enzyme

preparation that was diluted (with 30 mm sodium citrate,

pH 6.3) to contain 1-2 pgmL™! of protein, to 2 mL of

12.5 mgmL"! azogelatin in 100 mm buffer Unless indicat-

ed otherwise, the reactions were carried out at 40 °C in

80 mm sodium citrate, pH 6.0, buffer Samples (0.5 mL

each) were removed from each reaction at appropriate times

(normally 0, 10, 30 and 60 min), mixed with 0.75 mL of

25% trichloroacetic acid, held in an ice-water bath for

20 min, and centrifuged at 10 800 g for 10 min, at room

temperature The absorbance values of the supernatants

were measured at 440 nm The enzymatic activity, in

arbitrary units (U), was the change in absorbance units

per minute multiplied by 100 Each assay was performed in

duplicate

Specific chymotrypsin/subtilisin-like activity assay The

specific chymotrypsin/subtilisin-like activities were mea-

sured with the substrate N-succinyl-Ala-Ala-Pro-Phe

p-nitroanilide (SAAPFpNA, Sigma, 5 mm) dissolved in

175 mm Tris/HCl, pH 9.0 The substrate solution (90 WL)

was heated to 28 °C, 10 uwL of appropriately diluted enzyme

was added and the change in absorbance at 405 nm was

monitored for 3 min The activities were calculated as

described earlier and are expressed as nkatmL! of sample

[8]

Protein assay For creating the purification table, the

protein concentrations of solutions were measured with the

Bio-Rad Protein Assay kit (Bio-Rad, Hercules, CA, USA)

An alkaline Fusarium proteinase (Eur J Biochem 269) 799

[13] Bovine serum albumin (BSA, Pierce, Rockford, IL, USA) was used to prepare a standard curve In all other cases the protein contents of the enzyme solutions were calculated by measuring their absorbance at 280 nm and assuming that | mgmL~' of protein had an absorbance

of 1.0

Purification of the enzyme All purification steps were carried out at room temperature and the chromatography fractions were always collected in glass tubes that had been silanized with trimethylchloro- silane (Sigma #T-4252) For silanization, the tubes were placed in a dessicator with 5 mL of the reagent and the dessicator was evacuated and held at room temperature for

16 h, after which the derivatized tubes were rinsed thor- oughly with MilliQ-water

The concentrated culture medium was centrifuged at

1700 g for 5 min and 26.5 mL of the supernatant was applied to a 2.5 x 70cm Bio-Gel P30 (Bio-Rad) size exclusion column that was equilibrated with 20 mm NH4 acetate, pH 5.0 The column was eluted with the same buffer and 200-drop fractions were collected The absor- bance values of these and of the chromatography fractions

in subsequent steps were measured at 280 nm and their nonspecific proteinase and chymotrypsin/subtilisin-like activities were both analyzed at pH 9.0

The fractions that voided the P-30 column were com- bined and subjected to carboxymethyl cellulose (CM52, Whatman) cation exchange chromatography at pH 5.0 ona

1 x 6cm column Elution was with a 20-mm to 300 mm

NH, acetate, pH 5.0, linear gradient (45 mL of each concentration) and 2.8-mL fractions were collected The fractions having the highest proteolytic activities (19-23) were pooled and the pool was divided into 2-mL aliquots that were stored at —20 °C The enzyme was stored in this partially purified state because it was not stable when completely purified Immediately prior to using the enzyme for studies, it was subjected to a final HPLC-cation exchange purification step with a Shodex IEC CM-825,

8 x 75 mm column (Phenomenex, Torrance, CA, USA) Each thawed aliquot was filtered through an Acrodisc® 4CR PTFE 0.45 um filter (Gelman Sciences, Ann Arbor,

MI, USA), diluted fivefold with MilliQ-water, and applied

to the column, which had been equilibrated with 50 mm NH,HCO;, pH 8, buffer The loaded column was washed

at ImLmin ” with 6 mL of the pH 8 buffer and the proteins were separated with a 12.5-mL linear gradient

280 nm-absorbing fractions were collected and immediately adjusted to pH 4-5 with approximately 40 pL of 20% acetic acid The activities of the fractions were measured at pH 9.0 and the material that showed chymotrypsin/subtilisin spe- cific activity was called the ‘purified’ enzyme or ‘CM-HPLC’ fraction

To ascertain its purity, an aliquot of the CM-HPLC preparation was boiled for 1.5 min with SDS sample buffer and separated on a 12% SDS/PAGE gel [14] The gel was incubated for 45 min, with shaking, in 50% methanol/12% acetic acid It was stained in 0.1% Coomassie Brilliant Blue R-250 dissolved in 40% methanol/1% acetic acid and destained with the same solvent A Precision Protein Standard (Bio-Rad) sample was used to calibrate the gel

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Characterization of the proteinase

Effects of pH and temperature on activity The activities

of the partially purified enzyme, obtained by CMC

separation at pH 5.0, were measured by using the azogelatin

assay at 40 °C and pH 3.6, 4.1, 4.5, 5.0 and 5.5 (Na acetate),

pH 6.0, 6.5 and 6.9 (Na citrate), pH 6.9, 7.5, 7.9, 8.3, 8.7

and 9.1 (Tris/HCl) and pH 9.2, 9.6, 10.0 and 10.4 (Caps)

All buffers were 80 mm The activities of the CM-HPLC

purified proteinase were analyzed at pH 4.6, 6.0, 8.7 and 9.4

in the same buffers

The effect of temperature on the proteinase activity was

studied at 45, 50 and 56 °C at pH 6.0 (80 mm Na citrate)

and at 40, 45 and 50 °C at pH 8.7 (80 mm Tris/HCl)

Effects of pH and temperature on the enzyme stability

For measuring the stability of the proteinase at different pH

values, the purified enzyme was incubated for 90 min at

40 °C in 30 mm buffers: Na acetate, pH 4.1 and 4.9; Na

citrate, pH 5.9 and 6.4; or Tris/HCl, pH 7.7 and 8.5 The

activity of each sample was measured after 0 and 90 min of

incubation For measuring its thermal stability, the purified

proteinase was incubated in 30 mm Na citrate, pH 6.3, for

50 min, at 24, 40, 50 or 60 °C Its activity was measured

after 0 and 50 min of incubation The activity retention at

each pH or temperature was expressed as the proportion of

the initial activity that remained after the incubation

Effects of class specific inhibitors on the enzyme The

mechanistic class of the proteinase was determined by

measuring its activity at pH 6.0 in the presence of nine class-

specific protease inhibitors Samples of the semipurified

(subjected to CMC open-column chromatography) prepa-

ration were incubated on ice for 30 min with 50 HM trans-

epoxysuccinyl-L-leucylamido-(4-guanidino)butane (E-64),

25 mm EDTA, 5 mm 1,10-phenanthroline in 20% dimethyl-

sulfoxide, 50 um pepstatin A in 20% methanol, 0.5 or

5.0 mm phenylmethanesulfonyl fluoride (PMSF) in 20%

isopropanol, 8.2 or 82 um chymostatin (CST) in 20%

dimethylsulfoxide, or 5.0 ttm soybean trypsin inhibitor (STI,

Type II-S, Sigma #T-9128) Samples of the purified enzyme

(about 2 ugmL~') were incubated as above in the presence

of 165 um CST, 5.0mm PMSF, or 5.0mm 4-amid-

inophenylmethanesulfonyl fluoride (pAPMSF), each of

which was dissolved in 20% dimethylsulfoxide, or in a

12.5-um solution of soybean Bowman-—Birk inhibitor (BBD),

or 5.0 um STI Control reactions were carried out with

enzyme that was preincubated in water or in 20%

dimethylsulfoxide, methanol or isopropanol, as appropri-

ate In the final reaction mixtures these enzyme-inhibitor

mixtures were all diluted fivefold with substrate solution

The effects of selected serine class proteinase inhibitors on

the hydrolysis of azogelatin at pH 6.0 by several commer-

cially available serine proteinases were examined One set of

assays was carried out with 48 pgmL (2.0 1m) bovine

a-chymotrypsin (TLCK treated, Type VII, #C-3142, EC

3.4.21.1) or 1.0 ug-mL (0.04 pm) bovine trypsin (TPCK

treated, Type XIII, #T-8642, EC 3.4.21.4) in the presence of

1.0 mm PMSF, 1.0 mm pAPMSF, 33 um CST, 1.0 um STI

or 2.5 um BBI In the other set, the effects of 1.7 um CST or

2.5 um BBI on 0.8 HgmL~” subtilisin Carlsberg (Type VIII

bacterial, Bacillus licheniformis, #P-5380, EC 3.4.21.62)

or 1.4 ngmL7! oryzin (Aspergillus oryzae protease, Type

XXIII, #P-4032, EC 3.4.21.63) were studied The PMSF, pAPMSF and CST were dissolved in 4% dimethylsulfoxide Appropriate controls were conducted All of the inhibitors and commercial enzymes were purchased from Sigma

To ascertain the effects of CST and STI on the SAAPFpNA hydrolysis activity, samples of the purified Fusarium proteinase were incubated in polypropylene tubes with 16.5 um CST in 20% dimethylsulfoxide or 10 um STI,

on ice, for 50 min and their activities were measured as described above under ‘specific chymotrypsin/subtilisin-like activity assay’ except that the substrate buffer contained 4% dimethylsulfoxide For control reactions, the enzyme was preincubated with water or 20% dimethylsulfoxide The final concentrations of STI or CST in the reaction mixtures were 1.0 or 1.7 uM, respectively

Effects of calcium on the activity and stability of the proteinase The effect of Ca acetate on the proteolytic activity was analyzed in both 80 mm Na citrate, pH 6.0 (0, 5 or 20 mm Ca**) and 80 mm NHy acetate, pH 5.4 (0, 1, 5 or 20 mm Ca*") buffers To determine the effect

of calcium on the enzyme stability, the purified enzyme was incubated for 95 min at 40 °C in 30 mm Na acetate,

pH 4.9, that contained 0 or 100 mm Ca acetate The activities of the samples were measured after 0 and 95 min

of incubation To ensure that the differing calcium levels did not affect the activity measurements, the Ca acetate concentrations of all of the reaction mixtures were adjusted to 20 mo

Effect of added protein on the proteinase stability

A solution of purified enzyme was incubated at 40 °C for 90 min with 0, 1.0, 2.5, 5.0 or 10 ugmL™ of BSA in

30 mm Na citrate, pH 6.3 The activity of the sample without BSA was measured as a control and the activities

of all of the samples were analyzed after 90 min of incubation The concentration of BSA in each of the activity analysis reaction mixtures was adjusted to

4 ugmL™ to ensure that the varying BSA levels did not affect the results

Substrate specificity and kinetic constants for SAAPFpNA

To define the substrate specificity of the enzyme, its activity was measured in duplicate with the substrates SAAPFpNA, N-succinyl-Ala-Ala-Pro-Leu pNA (SAAPLpNA), A-gluta- ryl-L-Phe pNA (GPpNA), N-benzoyl-Val-Gly-Arg pNA (BVGRpNA), or Na-benzoyl-L-Arg pNA (BApNA) The concentrations of all substrates were 5 mm The method was

as described above under ‘specific chymotrypsin/subtilisin- like activity assay’, except that all of the reactions contained 4% dimethylsulfoxide, in which the substrates were dis- solved The reactions contained 0.06 (SAAPFpNA), 0.22 (SAAPLpNA and BVGRpNA) or 1.1 (BApNA and GPpNA) ig of protein

The K,, value of the proteinase for SAAPFpNA was determined by measuring the activity of the enzyme (0.03 ug protein per reaction) with 0.13-8.0 mm concen- trations of the substrate in pH 9.0, 175 mm Tris/HCl solutions in the presence or absence of 4% dimethylsulf- oxide and at pH 6.0 in 4% dimethylsulfoxide, 175 mm Na citrate The analyses were carried out in duplicate and the kinetic constants were calculated from Lineweaver—Burk plots

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© FEBS 2002

Table 1 Purification of the F culmorum proteinase

An alkaline Fusarium proteinase (Eur J Biochem 269) 801

Activity Specific activity Purification Protein®

step (mg) (U°) (ukat”) (U-mg™') (ukatmg_ }) Yield (%) Purification (fold)

® Based on 26.5 mL of growth medium concentrate PActivities were measured with the azogelatin assay: U = A44azox 100 min Ì

© Activities were measured with N-succinyl-Ala-Ala-Pro-Phe p-nitroanilide

Effect of azogelatin concentration on the proteolytic

activity The effect of azogelatin on the proteolytic activities

was measured with substrate concentrations between 0.5

and 10 mgmL” in solutions containing either 80 mm Na

citrate, pH 6.0, or 80 mm Tris/HCl, pH 8.7 The enzyme

concentrations of the pH 6.0 and 8.7 reaction mixtures were

0.44 and 0.22 tugmL”, respectively

Molecular mass analysis The molecular mass of the

proteinase was determined by MALDI-TOF analysis, using

a Bruker Biflex II] mass spectrometer, at the University of

Wisconsin Biotechnology Center, WI, USA

Determination of portions of the amino-acid sequence

CM-HPLC purified enzyme was freeze-dried and submitted

to the Protein Chemistry Laboratory of the University of

Texas Medical Branch Cancer Center, Galveston, USA, for

amino-acid sequence analysis The enzyme was digested

with trypsin, the resulting peptides were separated by reverse

phase-HPLC and selected peptides were subjected to amino-

acid sequence analysis using the Edman degradation

method

RESULTS AND DISCUSSION

Purification

Depending on which analysis method was used for

measuring the activities, the final yield of the proteinase

was 5.5 or 11% (Table 1) The specific activities increased

about fourfold (SAAPFpNA) or eightfold (azogelatin) as

the purification process progressed from culture medium

concentrate to CM-HPLC preparation The open column

CMC separation gave the largest single purification, but

after this step two distinct proteinases were still present To

separate these two enzymes, 1t was necessary to carry out a

final CM-HPLC separation at pH 8 (Fig 1) No separation

was obtained when the HPLC separation was carried out at

pH values lower than 8 A typical separation is shown in

Fig 1, where the enzyme of interest is indicated with an

arrow Preliminary studies established that the other major

eluting peak contained a trypsin-like proteinase This

trypsin-like enzyme 1s being studied and will be reported

elsewhere

SDS/PAGE analysis of the purified enzyme showed that

the predominant protein had a molecular mass of

~ 26.8 kDa and that a small amount of slightly faster

migrating proteins were present (Fig 2) Mass spectrometry

indicated that fresh enzyme preparations contained a

E

c

2

<

Time (min)

Fig 1 A typical cation exchange HPLC chromatogram of a F cul- morum proteinase: absorbance at 280 nm (—) The gradient (- -) was run from 50 mm to 175 mm NH,HCOs, pH 8 The proteinase that 1s described in this report is indicated with an arrow

as- 150 kDa m- 75

ww 50 we- 37

- 25

-15

Fig 2 SDS/PAGE pattern of the purified proteinase Lanes | and 2: 0.5 and 1.5 ug of CM-HPLC purified enzyme; lane 3: molecular mass standards

protein of mass 28 663 + 50 Da Some purified samples also included small amounts of proteins of ~ 4600, 11 180,

17 070 and 17 860 Da Apparently, contaminants were sometimes present and/or the enzyme underwent partial autolysis When the purified enzyme was subjected to a

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DH

Fig 3 The effect of pH on the proteinase activity, measured with the

azogelatin method The enzyme preparations analyzed were: open

symbols, a CMC pool or; closed symbols, enzyme purified by

CM-HPLC All buffers were 80 mm and contained: Na acetate (O,@),

Na citrate (1,9), Tris/HCl (A,A) or Caps (C,®)

second pH 8 HPLC separation, almost all of the proteinase

was lost and what remained eluted as a broad peak This

repeated HPLC separation did remove some 17.9 kDa

protein whose N-terminal amino-acid sequence was highly

homologous with that of a portion of a trypsin-like

proteinase from Fusarium oxysporum (results not shown)

Properties of the proteinase; pH optimum and effect

of temperature on activity

The proteinase hydrolyzed azogelatin between pH 4.0 and

10.5 and was optimally active at pH 8.39.6 (Fig 3) This

result was based on data obtained by analyzing the activities

of a mixture of the two Fusarium proteinases However,

when the activities of the purified enzyme were measured at

pH 4.6, 6.0, 8.7 and 9.4, essentially identical results were

obtained (Fig 3) The enzyme thus functions at pH 6, the

physiological pH of grain, but not at its maximal rate The

broad pH optimum of this proteinase resembles those of

the alkaline proteinases from some Aspergillus species

[15-18], but those of Fusarium sp *S-19-S’ [19] and

F graminearum [20] have somewhat sharper pH optima,

at approximately pH 10 A trypsin-like proteinase from

F oxysporum had a pH optimum of 8—11 [21]

At pH 8.7 (Fig 4) the initial activity of the enzyme

increased with temperature, up to 50 °C However, the

enzyme was unstable above 40 °C, so the reaction rate at

50 °C decreased with time Thus, for the purposes of this

assay method, 40 °C was the most appropriate temperature

for carrying out the analyses The proteinase was more

temperature stable when assayed at pH 6.0, but even at this

PH the activity was slightly unstable at 45 °C and it dropped

off quickly at 56 °C Several alkaline proteinases from

Aspergillus and Fusarium species have temperature optima

of +40 °C [15,16,18,20,22] The alkaline proteinase of

Fusarium sp ‘S-19-5’ was maximally active at 50 °C and

0 15 30 45 60

Reaction time (min)

Fig 4 The effects of temperature on the proteinase activities The analysis temperatures were: 40 °C (©), 45 °C (L1,M), 50 °C (A,A), or

56 °C (@) The assays were run at pH 8.7 (open symbols) or pH 6.0 (closed symbols)

pH 10.5 when its activities were determined with a 20-min assay [19]

Calcium had a negligible effect on the activity of the F culmorum proteinase in the presence of either Na citrate

or NH, acetate buffer The NHy, acetate analyses were carried out to ensure that the calcium concentration of the reaction was not affected by the presence of citrate 1on, which is a chelating agent The enzyme therefore behaved like the alkaline proteinase of Fusarium sp ‘S-19-5’, which also was not affected by calcium [19]

Factors affecting the stability of the proteinase The proteinase was heat labile and subject to inactivation

at alkaline pH When the purified proteinase was incu- bated at various temperatures at pH 6.0, the remaining activities were 88, 55, 29 and 0% after 50 min at 24, 40,

50 and 60 °C, respectively About a third of the enzyme remained active for 90 min at various pH values from 4.1

to 7.7 at 40 °C, but all of the activity was lost at pH 8.5 Calctum did not stabilize the enzyme at pH 4.9 After

95 min of incubation in the presence and absence of Ca“”, the remaining activities were 37 and 32%, respec- tively Tomoda et al [19] showed previously that calcium stabilized the alkaline proteinase of Fusarium sp ‘S-19-3’

at pH 8-9, but not at pH 5 and 40 °C However, the

‘S-19-S’ enzyme was not as sensitive to inactivation at pH

9 or at elevated temperatures as this F culmorum proteinase Bovine chymotrypsin and trypsin are stabilized

by calcitum [23,24]

The addition of 2.5 u.g-mL~' of BSA per = 1 ugmL” of proteinase was sufficient to completely maintain the proteinase activity for at least 90 min at pH 6.0 and 40 °C (Table 2), conditions under which the unprotected enzyme was almost completely inactivated BSA, and presumably other proteins, apparently protects the proteinase from autolysis, inhibits conformational changes or prevents it from binding to its containers Hence, some of the stability features of the enzyme may be affected by small amounts of contaminating proteins

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© FEBS 2002

Table 2 Stabilization of the Fusarium proteinase by BSA The samples

were incubated at 40 °C for 90 min at pH 6.0

BSA (ug-mL') Remaining activity (%)

The enzyme is a serine class proteinase

Class specific proteinase inhibitors other than those that

inactivate serine proteinases had no significant effect on the

activities of the CMC preparation (Table 3) The small

effect of soybean trypsin inhibitor (STI) was probably due

to some contaminating proteinase that was in the CMC

preparation, because the purified proteinase was not

inhibited either by it or by a Bowman-—Birk type trypsin-

chymotrypsin inhibitor (BBI) The very strong inhibitions

caused by PMSF and chymostatin (CST) indicated that the

enzyme was a serine proteinase and belonged to either the

chymotrypsin or subtilisin family Under the analysis

conditions that were used in this experiment, a TLCK-

treated bovine o-chymotrypsin was inhibited 64% by BBI

and 98% by CST Neither oryzin nor subtilisin were

affected by BBI, but they were almost totally inhibited by

CST In this aspect, the F cudmorum proteinase resembles

subtilisins However, the a-chymotrypsin was unexpectedly

inhibited by 40% in the presence of STI, showing that

Table 3 Inhibition of the Fusarium proteinase activity by various class

specific inhibitors

Concentration Inhibition Inhibition

PMSF

Chymostatin

Soybean

trypsin inhibitor

inhibitor

@ Measured with a mixture of two proteinases ° Measured with the

purified proteinase “ Measured with the substrate SAAPFpNA at

pH 9.0 All of the other measurements were made with azogelatin

at pH 6.0

An alkaline Fusarium proteinase (Eur J Biochem 269) 803

classification by ‘specific’ inhibitors is not straightforward and may depend on the analysis method

The activity of the purified F culmorum proteinase was 25% higher in the presence of STI or BBI than in the control (Table 3) This is probably not due to an activation

of the proteinase but rather to the general stabilization of the enzyme by proteins, which was mentioned earlier Both STI and BBI are proteins It is also possible that the small amount of contaminating trypsin-like proteinase caused an inactivation of the ‘subtilisin’ proteinase and, when that contaminant was inhibited by STI or BBI, the proteinase remained active STI and CST both caused similar effects when the enzymatic activities were measured with the synthetic peptide substrate (Table 3)

Amino-acid sequence studies Several attempts were made to sequence the N-terminal amino acids of the enzyme, but no data were obtained, indicating that the N-terminus was probably blocked The enzyme was therefore digested with trypsin, and the resulting peptides were separated by HPLC and some were sequenced Four of the peptides obtained had sequences of: (1) GSTSYTYDTSAGSGTYAYIVDTGIITSHN; (2) GFNWAANDIISK; (3) SYSNYGTVL and; (4) DIFAPG TSVLSS These peptides were homologous with sections

of other fungal proteinases (Table 4) Peptides 3 and 4 occupied adjacent areas of the sequences of several of these proteinases However, the peptide bond that was cleaved to separate these two peptides connected the amino acids leucine and aspartic acid Such bonds are not normally cleaved by trypsin, but are by subtilisin This indicates that these peptides were probably separated by an autolytic event rather than by trypsin hydrolysis In the subsequent discussion the peptides 3 and 4 are considered as a single peptide

Table 4 lists the corresponding amino-acid sequences of several homologous fungal proteinases The protein that showed the highest homology with all three of the F cul- morum peptides was the subtilisin-like proteinase from Cephalosporium acremonium, whose corresponding sequen- ces were 82% identical to those of F culmorum The proteinases from several Aspergillus species, from Tricho- derma harzianum, Metarhizium anisopliae, Magnaporthe poae, Tritirachium album, Yarrowia lipolytica and the Fusarium sp ‘S-19-5° and oxysporum contained sequences that were 44-76% identical Subtilisin-like proteinases from

M poae [25] and F oxysporum [26] have been detected in infected host plants, although, their roles have not been established

The proteinases that have been cloned from Fusarium sp

‘S-19-5’ and F oxysporum showed less homology to the peptides from the F culmorum proteinase than those of several other fungal species (Table 4) This was somewhat surprising, considering that most of the peptide sequences from the Aspergillus species were highly conserved Also, the proteinases K and R from T album were 85% identical to each other, showing that similar enzymes from a single species are often highly homologous However, such sequences may vary remarkably, as shown by the peptides from A niger and M anisopliae

The amino acids that comprise the catalytic triad of the serine proteinases (His, Asp and Ser) occur in different

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© FEBS 2002

orders in the primary structures of the subtilisin (Asp-His-

Ser) and chymotrypsin (His-Asp-Ser) families [27] Peptide 1

from the F culmorum proteinase contained the catalytic

Asp residue in a position that corresponded to that of the

other subtilisin-like enzymes (Table 4) This is another

strong indication that the enzyme under study 1s a subtilisin-

like, not a chymotrypsin-like, proteinase These results

therefore support the observations made with the class

specific inhibitors However, the classification of this

enzyme still needs to be confirmed by cloning its gene and

determining its entire amino-acid sequence

The hydrolytic specificity of the enzyme

When the hydrolytic activities of the proteinase were

measured at pH 9.0 with various synthetic substrates, the

results listed in Table 5 were obtained The enzyme

hydrolyzed SAAPFpNA faster than the other two chy-

motrypsin substrates, SAAPLpNA and GPpNA, indicating

that it has a preference for phenylalanine over leucine and

hydrolyzes small substrates poorly The ,, values for

SAAPFpNA were 1.1—3.1 mm, depending on the compo-

sition of the substrate buffer (Table 6) The K,, values

were scarcely affected by pH or the presence of dimethyl-

sulfoxide, but the maximal velocity (Vinax) was twice as

great at pH 9 as at 6 The alkaline proteinase from

Aspergillus fumigatus also showed this preference for the

phenylalanine substrate over the leucine one, did not

hydrolyze short substrates (succinyl-L-Phe pNA or acetyl-

DL-Phe pNA) and, in addition, had a similar K,, value

(0.62 mm) for SAAPFpNA [18] The hydrolysis of

N-benzoyl-Val-Gly-Arg pNA (BVGRpNA), a putative

trypsin substrate, may have been caused by a 17.9-kDa

trypsin-like proteinase contaminant When the activity of

a subtilisin preparation was measured using this substrate

in the presence of either STI or CST, only the STI

inhibited

Table 5 Hydrolytic activities of the Fusarium proteinase measured at

pH 9.0 with 5 mm synthetic substrates Values are shown as mean +

SD

Activity

N-Succinyl-Ala-Ala-Pro-Phe pNA 1360 + 40

N-Succinyl-Ala-Ala-Pro-Leu pNA 345 + 32

N-Glutaryl-L-Phe pNA 0.2 + 0.0

N-Benzoyl-Val-Gly-Arg pNA 145 + 5

Na-Benzoyl-L-Arg pNA 2.1 + 1.2

Table 6 A,, values and maximal velocities (V,,.,) of the Fusarium

proteinase for N-succinyl-Ala-Ala-Pro-Phe pNA at pH 6.0 and 9.0, with

or without dimethylsulfoxide

pH; Vmax

dimethylsulfoxide (%) Km (mM) (nkat-mg protein’)

An alkaline Fusarium proteinase (Eur J Biochem 269) 805

1.0 0.8 3 0.6 3 0.4 1:

0.2 1

0.0 : : : :

Azogelatin (mg/mL)

Fig 5 The effects of azogelatin concentration on the proteinase activi- ties at pH 6.0 (©) and 8.7 (@) The dashed line shows the nonlinear regression analysis curve for the pH 6.0 data

Effect of the azogelatin concentration

on the enzyme activity

As azogelatin is not a homogenous preparation containing only one protein form, but rather a mixture of proteins of varying sizes, a true K,, value cannot be calculated However, a ‘pseudo K,,’, was computed for this substrate

at pH 6.0 by nonlinear regression analysis using the Michaelis-Menten equation (Fig 5) The ‘K,, was 1.6 + 0.3 mgmL™ and the maximal activity (Vinax) Was

0.93 + 0.05 U (AAgay x 100 min) per 0.22 pg protein at

pH 6.0 The observed maximal activity was ~ 20% lower

than the calculated V4 The activities measured at pH 8.7

could not be analyzed using Michaelis-Menten kinetics, because substrate inhibition occurred at concentrations

> 3 mgmL’ (Fig 5)

General remarks

The stability of the proteinase depended on several condi- tions Either it adhered to the surfaces of containers or was inactivated by structural changes [28], because its activity was recovered much better from silanized glass tubes than from nonsilanized glass or plastic ones The purified proteinase could no longer be detected after it had been frozen at —20 °C or freeze-dried In contrast, up to 80% of the SAAPFpNA hydrolyzing activity was recovered when the purified enzyme preparation was stored on ice for

2 weeks However, dilute (less than 10 gmL~') enzyme preparations were unstable even when stored at 0 °C

CONCLUSIONS

A proteinase, whose production by F culmorum was induced/enhanced in the presence of grain protein, has been purified from growth medium and characterized The properties and the amino-acid sequence of the enzyme indicated that 1t was related to several fungal subtilisins The role this enzyme plays in FHB pathogenesis remains to be determined

Trang 9

ACKNOWLEDGEMENTS

We thank the Kemira Foundation for funding the proteinase

production and Michael Bailey at VITT Biotechnology for culturing

the F culmorum The financial support of the Tor-Magnus Enari Fund,

the Raisio Group Research Foundation, the American Malting Barley

Association and the Finnish Concordia Association are also greatly

appreciated

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