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Although all amino acid residues reported to partici-pate in the binding of thyroid hormones in human TTR are 100% conserved in other vertebrate TTRs, the binding affinity to thyroid horm

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of transthyretin produces change in affinity

of transthyretin to T4 and T3

Porntip Prapunpoj1, Ladda Leelawatwatana1, Gerhard Schreiber2and Samantha J Richardson2,3

1 Department of Biochemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla, Thailand

2 Department of Biochemistry and Molecular Biology, Bio21 Molecular Science and Biotechnology Institute, The University of Melbourne, Parkville, Victoria, Australia

3 UMR CNRS 5166, Evolution des Re´gulations Endocriniennes, Muse´um National d’Histoire Naturelle, Paris, France

Transthyretin (TTR) is one of the three thyroid

hor-mone distributor proteins found in the plasma of

lar-ger mammals and was first described in human serum

and cerebrospinal fluid (CSF) in 1942 [1,2] In humans,

the main sites of TTR synthesis are the liver and

chor-oid plexus TTR synthesis has been described in all

classes of vertebrates [3] TTR is composed of four

identical subunits [4] and, in humans, has a molecular

mass of 55 kDa In most vertebrates, the TTR subunit

consists of 127 amino acid residues [5,6] The tetramer

has a central channel with two thyroid hormone bind-ing sites [4] However, only one bindbind-ing site of TTR

is occupied by thyroid hormone under physiological conditions [7,8], due to negative co-operativity [9] Although all amino acid residues reported to partici-pate in the binding of thyroid hormones in human TTR are 100% conserved in other vertebrate TTRs, the binding affinity to thyroid hormones varies among animal species: TTR from fish, amphibians, reptiles and birds binds 3¢,5,3-[l]-triiodothyronine (T3) with

Keywords

N-terminal sequence; protein evolution;

recombinant transthyretin; thyroid

hormone-binding plasma proteins; thyroid hormone

Correspondence

P Prapunpoj, Department of Biochemistry,

Faculty of Science, Prince of Songkla

University, Hat-Yai, Songkhla 90112,

Thailand

Fax: +66 74 446656

Tel: +66 74 288275

E-mail: porntip.p@psu.ac.th

(Received 4 May 2006, revised 14 June

2006, accepted 3 July 2006)

doi:10.1111/j.1742-4658.2006.05404.x

The relationship between the structure of the N-terminal sequence of trans-thyretin (TTR) and the binding of thyroid hormone was studied A recom-binant human TTR and two derivatives of Crocodylus porosus TTRs, one with the N-terminal sequence replaced by that of human TTR (human⁄ crocTTR), the other with the N-terminal segment removed (trun-cated crocTTR), were synthesized in Pichia pastoris Subunit mass, native molecular weight, tetramer formation, cross-reactivity to TTR antibodies and binding to retinol-binding protein of these recombinant TTRs were similar to TTRs found in nature Analysis of the binding affinity to thyroid hormones of recombinant human TTR showed a dissociation constant (Kd) for triiodothyronine (T3) of 53.26 ± 3.97 nm and for thyroxine (T4) of 19.73 ± 0.13 nm These values are similar to those found for TTR purified from human serum, and gave a KdT3⁄ T4 ratio of 2.70 The affinity for T4

of human⁄ crocTTR (Kd¼ 22.75 ± 1.89 nm) was higher than those of both human TTR and C porosus TTR, but the affinity for T3 (Kd¼ 5.40 ± 0.25 nm) was similar to C porosus TTR, giving a Kd T3⁄ T4 ratio

of 0.24 A similar affinity for both T3 (Kd¼ 57.78 ± 5.65 nm) and T4 (Kd¼ 59.72 ± 3.38 nm), with a KdT3⁄ T4 ratio of 0.97, was observed for truncated crocTTR The obtained results strongly confirm the hypothesis that the unstructured N-terminal region of TTR critically influences the specificity and affinity of thyroid hormone binding to TTR

Abbreviations

CSF, cerebrospinal fluid; RBP, retinol-binding protein; T3, 3¢,5,3-[ L ]-triiodothyronine; T4, 5¢,3¢,5,3-[ L ]-tetraiodothyronine; TTR, transthyretin.

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higher affinity, whereas TTR from mammals binds

5¢,3¢,5,3-[l]-tetraiodothyronine (T4) with higher affinity

[10–14] The affinity to T4 increased while the affinity

to T3 decreased during the evolution of mammalian

TTRs from its ancestors

TTRs from 20 vertebrate species, including

mam-malian, avian, reptilian, amphibian and fish, were

iso-lated and their cDNAs were cloned and sequenced

[6,15] Maximum parsimony analysis of the derived

amino acid sequences produced phylogenetic trees of

a structure and branching similar to those found in

phylogenetic trees based on morphology of animals

[14,16] Comparison of derived amino acid sequences

revealed that the amino acid residues involved in

the binding of TTR to thyroid hormones remained

unchanged during evolution of TTR in vertebrates

[see 4,17] However, the most marked changes in

TTR during vertebrate evolution are concentrated in

the N-terminal region of the TTR subunit The

N-ter-minal segment is longer and more hydrophobic in

avian, reptilian, amphibian and fish than in

mamma-lian TTRs X-ray crystallographic studies revealed

that the four N-terminal regions of TTR are

unstruc-tured, protrude from the protein tetramer and are

located near the entrances to the central channel

con-taining the thyroid hormone binding sites [18,19] Our

previous work [6,15] has shown a systematic change

during evolution in the N-terminal region of TTR

from longer and more hydrophobic to shorter and

more hydrophilic in character The affinity of TTR to

T3 and T4 seems also to have changed unidirectionally

during evolution [12] The question arises as to whether

there is a causal relationship between these two types of

changes The work reported here is a planned

quantita-tive analysis in vitro of the relationship between the two

types of changes

In a previous report [14], we demonstrated that the

binding affinity of T3 and T4 to crocTTR changed

when its N-terminal segment was replaced by that of

Xenopus laevis TTR Here we report the synthesis of

two recombinant TTRs in Pichia pastoris which were

designed to test specifically the relationship between

N-terminal structure of TTR and binding of thyroid

hormones In one of these TTRs, the crocTTR

N-ter-minal region was replaced by the N-terN-ter-minal region of

human TTR (whereas crocTTR preferentially binds

T3, human TTR preferentially binds T4) In the other,

the N-terminal region of crocTTR was deleted The

affinity of T3 and T4 to both TTRs was studied and

the results are a powerful demonstration of the

rela-tionship between the evolution of the primary structure

of the N-terminal regions of TTR and the biological

function of TTR

Results Synthesis of recombinant human TTR

In the crocodile, TTR is only synthesized in the liver during development in the egg and in hatchlings and only in the choroid plexus of the adult Thus, it is difficult to obtain the native crocTTR in sufficient amounts for thyroid hormone binding assays To ensure that recombinant produced in P pastoris has similar affinity to thyroid hormones as native TTR, recombinant human TTR was synthesized in Pichia was analyzed for affinity to T3 and T4, and affinities were compared to those of human TTR purified from serum

Recombinant human TTR was produced from the cDNA construct in pPIC3.5 but not in pPIC9 (Fig 1), and had a subunit mass of 15 kDa by SDS⁄ PAGE, that corresponds to that of TTR purified from human serum The N-terminal sequences of recombinant human TTR was as expected, i.e G P T G

Synthesis of recombinant chimeric TTRs Chimeric TTRs were amplified by PCR using specific primer pairs to generate new N-terminal sequences with compatible restriction ends for ligation into the pPIC9 vector (Fig 2) The transformation efficiency (103)104 transformants per 1 lg DNA) was greater than that for recombinant human TTR The two recombinant crocodile TTRs had masses of 15 kDa

94 67 45

30

21.1

14.4

TTR

Fig 1 Expression of recombinant human TTR Pichia transformant clones containing human TTR cDNA inserted in pPIC 3.5 or pPIC 9 were grown and induced with methanol for 4 days Supernatant of the yeast culture was collected and aliquots of 90 lL were ana-lyzed by SDS ⁄ PAGE (15% resolving gel) and protein bands were detected by silver staining Positions of protein markers and TTR are indicated Numbers under lanes indicate individual clones with DNA inserted in pPIC3.5 (lanes 1–4) and pPIC9 (lanes 5–8).

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by SDS⁄ PAGE The N-terminal sequence of

recombin-ant truncated crocTTR was as expected, i.e S K C P

Two additional amino acid residues E and A were

found at the N-terminal sequence of human⁄ crocTTR,

i.e E A G P

Physicochemical properties of the recombinant

TTRs

P pastoris expression systems have the potential to

perform many of the post-translational modifications

typical for higher eukaryotes Some of these slightly

differ from those in mammals For example,

carbohy-drate moieties added to secreted proteins in P pastoris

are predominantly or entirely composed of mannose

residues Moreover, some foreign proteins synthesized

in P pastoris are hyperglycosylated [20] These

mecha-nisms of post-translation differ between P pastoris

and higher eukaryotes, and can lead to alterations of

properties and⁄ or function of the recombinant

pro-teins To ascertain whether unwanted

post-transla-tional modifications occurred to the recombinant

TTRs in P pastoris, properties of the proteins were

analyzed

Binding to RBP

Recombinant human TTR and chimeric TTRs bound

to RBP similarly to previously reported for other

TTRs [13,14] (Fig 3) This facilitated in the purifica-tion of TTRs from the P pastoris culture medium Approximately 2 mg of purified recombinant human TTR and up to 4 mg of purified chimeric TTRs were obtained from 1 L of P pastoris culture supernatant

by a single purification step of affinity chromatography using an RBP-Sepharose column

A

B

Fig 2 Expression vectors for chimeric TTR

genes The expression plasmids for (A)

human ⁄ crocTTR and (B) truncated crocTTR

were constructed in pPIC9 Proteins were

synthesized and secreted using the a-factor

protein presegment of Pichia 5AOX1,

pro-motor of P pastoris alcohol oxidase 1 gene;

(3)TT, native transcription termination and

polyadenylation signal of alcohol oxidase 1

gene; 3AOX1, sequence from the alcohol

oxidase 1 gene, 3¢ to the TT sequences;

HIS4; histidinol dehydrogenase gene; Amp,

ampicillin resistance gene, ColE1,

Escheri-chia coli origin of replication; SalI, SalI

restriction site for linearization of the vector.

Numbering of amino acid residues, based

on that for human TTR [31], was provided

underneath the amino acid sequence (black

shading, fragment of human TTR cDNA and

grey shading, fragment of crocTTR cDNA.

0.0 0.2 0.4 0.6 0.8 1.0 1.2

Elution volume (ml)

Distilled water

Fig 3 Chromatography of recombinant TTR on a human RBP-Sepharose affinity column Cultured Pichia producing recombinant human TTR was collected after induction for 4 days Two milliliters

of the supernatant were loaded onto a column of human RBP-Sepharose (1 mL of gel) equilibrated in 0.04 M Tris ⁄ HCl, pH 7.4 buf-fer containing 0.5 M NaCl Bound protein was eluted with distilled water The chromatographic separation was carried out at 4 C.

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Mobility in SDS/PAGE

The analysis in SDS⁄ PAGE of purified recombinant

human TTR and chimeric TTRs showed that the

recombinant proteins have the relative mobility similar

to those of TTRs from other vertebrate species

(Fig 4) The subunit molecular masses determined

from the calibration curve were 17 kDa for all

recombinant TTRs The subunit masses obtained were

similar to those of native TTRs from human and other

vertebrates [14,21], indicating no aberrant

post-transla-tional modification occurred with these recombinant

TTRs

Mobility in nondenaturing gels

Most TTRs from vertebrates including humans [22]

and birds [12] migrate faster than albumin during

elec-trophoresis at pH 8.6 Only for some eutherian species,

such as pigs and cattle, TTRs comigrate with albumin

in nondenaturing gels [23,24] The mobilities of all

recombinant TTRs in nondenaturing gel were greater

than those of albumin and similar to TTR from

human plasma (Fig 5)

Immunochemical cross-reactivity with antibodies against TTRs

Immunochemical cross-reactivity of TTRs from several vertebrates is well known [13,14,25] Two bands were observed in the test of the immunochemical cross-reac-tivity of each the recombinant TTR with antiserum raised against TTRs purified from serum of human, chicken and wallaby (Fig 6) The major protein band, also detected by staining with Coomassie blue, was

97

66

45

30

20.1

14.4

3

A

2 1

M

Fig 4 Analysis by SDS ⁄ PAGE and determination of the size of the

subunit of recombinant TTRs Aliquots of purified (1) recombinant

human TTR, (2) human ⁄ crocTTR, and (3) truncated crocTTR were

boiled for 30 min in 2.5% 2-mercaptoethanol and 2% SDS, prior to

analysis by SDS ⁄ PAGE Proteins were stained with Coomassie

blue The positions of protein markers (M) are indicated The sizes

of the TTR subunits were obtained by comparison of electrophoretic

mobility with protein markers, plotting the relative mobilities (Rf)

against the logarithmic values of the markers.

TTR HSA

3 2 1 HP

Fig 5 Electrophoretic mobility pattern of recombinant TTRs The purified recombinant (1) human TTR, (2) human ⁄ crocTTR, and (3) truncated crocTTR were separated in a nondenaturing polyacryla-mide gel (10% resolving, 4% stacking) Protein bands were visualized by Coomassie blue staining Human plasma (HP) was overloaded to show the human TTR (TTR) The position of serum albumin (HSA) is also indicated.

14.4 21.1 30 45 67 94

TTR monomer TTR dimer

Fig 6 Cross-reactivity with antiserum against a mixture of TTRs The purified recombinant human TTR (1), human ⁄ crocTTR (2), and truncated crocTTR (3) were analyzed by SDS ⁄ PAGE and electro-phoretically transferred to nitrocellulose membrane The protein bands were stained with Coomassie (Coo) and identified by reac-tion with antiserum (West) The membrane filter was incubated with rabbit antiserum against a mixture of human, wallaby and chicken TTRs (1 : 5000) followed by anti-rabbit immunoglobulin (1 : 10000) conjugated with horseradish peroxidase Detection was carried out by enhanced chemiluminescence The positions of the TTR monomer and dimmer are indicated.

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found in the same position as that of the subunit

of recombinant TTRs Another band, barely visible,

migrating more slowly, was found in a position

corres-ponding to a molecular mass of about 30 kDa,

consis-tent with being a dimer of TTR Such dimers were

always seen as faint bands when denaturation of TTR

was not complete, even under conditions of harsh

dena-turation [13,14]

Native molecular mass of the recombinant TTR

tetramers

TTRs purified from P pastoris culture supernatant

were analyzed by HPLC on a Bio-Sil SEC250

(Bio-Rad Laboratories, Inc., Hercules, CA, USA) column

in 50 mm potassium phosphate buffer saline, pH 7.4

Proteins with known molecular masses were used to

calibrate the column In comparison to the standard

curve, purified recombinant human TTR showed a

molecular mass of 57 kDa, whereas human⁄ crocTTR

and truncated crocTTR had molecular masses of 63

and 57 kDa, respectively These molecular masses were

approximately four times the subunit mass for each

TTR species This strongly suggested that P pastoris

folded the TTR subunits correctly and that tetramer

was correctly assembled

Binding affinities of recombinant TTRs

to thyroid hormones

The dissociation constants of the complex of the

recombinant TTRs with thyroid hormones were

deter-mined using the highly reproducible, rapid and

sensi-tive method developed by Chang et al [12] The

experiments were performed in triplicate for each

hor-mone Binding curves were plotted following the

gen-eral equation according to Scatchard [25]

The Kd values of chicken TTR derived from the

Scatchard analysis and plots, both for T4 and for T3,

were similar to those previously reported [14] (data not

shown) Recombinant human TTR showed a higher

affinity for T4 than for T3, and values similar to those

reported for TTR from human serum [12] The Kdfor

T4 of the recombinant human TTR was 19.73 ±

0.13 nm and that for T3 was 53.26 ± 3.97 nm, giving

a KdT3⁄ KdT4 ratio to 2.70 (Fig 7A, B and G) The

binding capacity of the recombinant TTR derived from

the abscissa intercepts both for T4 and for T3

sugges-ted a capacity of two molecules of thyroid hormones

per TTR molecule

In comparison, the recombinant chimeric TTRs, i.e

human⁄ crocTTR and truncated crocTTR, possessed

different binding affinities to T3 and T4, as well as Kd

T3⁄ KdT4 ratios The human⁄ crocTTR had Kdvalues of 5.40 ± 0.25 nm and 22.75 ± 1.89 nm for T3 and T4, respectively, providing a Kd T3⁄ Kd T4 ratio of 0.24 (Fig 7C, D and G) This ratio was higher than that reported for Crocodylus porosus TTR [14] Because the

Kdfor T3 of the human⁄ crocTTR was not significantly different from that of C porosus TTR (7.56 ± 0.84 nm) [14], the higher KdT3⁄ KdT4 ratio could indicate greater influence of the N-terminal change on binding to T4 than to T3 The Kdvalues for both T3 and T4 of the truncated crocTTR were similar Truncated crocTTR bound to T3 with a Kdof 57.78 ± 5.65 nm and to T4 with a Kdof 59.72 ± 3.38 nm (Fig 7E,F and G), lead-ing to a KdT3⁄ KdT4 ratio to 0.97 For a summary of

Kdvalues and ratios, see Fig 7G

Discussion The binding of thyroid hormones is one of the main functions of TTR, which is functionally integrated with albumin and thyroxine-binding globulin as a network system to ensure the appropriate extracellular and intracellular distribution of thyroid hormones In the network, a deficiency in one component can be com-pensated for by the other components [6]

The affinities of T3 and T4 for TTRs from verteb-rate species vary considerably, in that TTRs from fish [11], amphibians [10,13], reptiles [14] and birds [12] bind T3 with higher affinity than T4, whereas TTRs from mammals bind T4 with higher affinity than T3 [12] Paradoxically, the amino acids in the thyroid hor-mone binding sites of TTR that are involved with the interaction of TTR with the thyroid hormones are 100% conserved throughout vertebrate TTRs [26] Examination of the alignment of TTR amino acid sequences from 20 vertebrate species revealed that the region of the subunit which changed in a distinct and directed manner was the N-terminal region The

‘N-terminal region’ is defined as the amino acids from the N-terminus until the Cys residue which is the first

to be unambiguously defined by electron density in X-ray crystal structures (Cys10 in human TTR) and considered part of the core structure of TTR In gen-eral, the character of the N-terminal region of TTRs changed from longer (14 amino acids) and more hydrophobic to shorter (nine amino acids) and more hydrophilic (Fig 8) These changes could be correlated with the change from preferential binding of T3 (N-terminal region that are longer and more hydrophobic)

to preferential binding of T4 (N-terminal region that are shorter and more hydrophilic) [12] Two N-ter-minal regions of TTR are located around each entrance to the central channel that contains the two

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thyroid hormone binding sites (Fig 9) [18] To the best

of our knowledge, the only X-ray crystal structure

demonstrating electron density for the N- and

C-ter-minal regions is that of Hamilton et al 1993 [18], and

there have not been any direct structural analyses of

the interaction of TTR N-terminal region with T3 or

T4 directly However, there are several indications in

the literature that thyroid hormones interact with the

N-terminal regions of TTR, e.g Cheng et al [27]

dem-onstrated that N-bromoacetyl-l-T4 interacts with

Gly1, Lys9 and Lys15 of human TTR; and the

Gly6-Ser mutant of human TTR has a higher affinity for T4

than wild type TTR [28] However, the synthesis of chimeric TTRs allowed to directly testing the hypothe-sis that the N-terminal regions of TTR affect the affinities of TTR for thyroid hormones A previous study revealed that altering the structure of the N-ter-minal region influenced the affinity of thyroid hor-mones for TTR [14] However, that study used a chimera of two species of TTR (X laevis and C poro-sus), both of which preferentially bound T3 over T4 Here, we tested that hypothesis that the structure of the N-terminal region influence the binding of T3 and T4 to TTR by comparing the affinities of T3 and T4 to

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0 10 20 30 40 50 60 70 80

0.0 0.5 1.0 1.5 2.0 2.5 3.0

0 5 10 15 20 25 30 35 40 45 50

0.0

0.1

0.2

0.3

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0.0 0.1 0.2 0.3 0.4

0 2 4 6 8 10 12 14 16

0.0 0.5 1.0 1.5 2.0 2.5 3.0

0 5 10 15 20 25 30 35 40 45 0.0

0.1

0.2

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0 5 10 15 20 25 30 35 40

B A

[bound T3], n M

[bound T3], n M

[bound T4], n M

[bound T4], n M

G

Kd for T3 (n M ) Kd for T4 (n M ) KdT3/KdT4 Reference

C porosus TTR 7.56 ± 0.84 36.73 ± 2.38 0.21 et al., 2002Prapunpoj

Fig 7 Binding of recombinant TTRs to thy-roid hormones One hundred nanomoles of recombinant human TTR (A and B), human ⁄ crocTTR (C and D) and truncated crocTTR (E and F) were incubated with 125 I-T3 or125I-T4 in the presence of various con-centrations of unlabeled hormone at 4 C, overnight Free hormone was separated from the TTR-bound hormone by filtering the incubation mixture through a layer of methyl cellulose-coated charcoal under vacuum All corrections including those for nonspecific binding were applied before per-forming the Scatchard analysis The plots for the affinity (K d ), for T3 and T4 of the pro-teins were calculated and summarized (G).

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a TTR that has higher affinity for T4 (human TTR), a

TTR that has higher affinity for T3 (crocodile TTR),

and chimeric TTR consisting of the human TTR

N-terminal region and the ‘rest of the molecule’ being

crocodile TTR (human⁄ croc TTR) and crocodile TTR

without N-terminal region (truncated croc TTR)

In vitrosynthesis of TTR was desirable for two main reasons Firstly, although the similarity of the phylo-genetic trees based on TTR structure and those based

on morphological structure of animals suggest that the structure of TTR evolved under functional pressures providing an advantage in selection, it is difficult to quantitatively analyze in vivo details of the relationship between TTR structure and function using genetic alterations or specific inhibitors The strong redundan-cies in the network of reactions involved in determin-ing thyroid hormone distribution, of which TTR is a part, renders the system so effective that a deficiency

in one component is readily compensated in vivo by changes in the rest of the system Second, the expres-sion of the TTR gene in some animal species some-times occurs in only one specific organ TTR is only synthesized by the liver (and therefore can be purified from blood) of crocodiles during development in ovo and in hatchlings [3] TTR is synthesized by adult cro-codile choroid plexus [14], but the volume of CSF required to be collected to enable purification of suffi-cient amounts of TTR for thyroid hormone binding assays renders this unfeasible Therefore, to obtain suf-ficient amounts of TTR for further characterization, a heterologous gene expression system is needed To determine the influence of the N-terminal region of TTR on the binding to thyroid hormones, the con-struction of chimeric recombinant TTRs containing variations in structure of the N-terminal region is desired The functional properties (i.e binding of T3 and T4) of such chimeric TTRs thus could be analyzed for providing insight into the relationship between structure and function

Fig 8 Comparison of amino acid sequence of the N-terminal regions of vertebrate TTRs Amino acid sequences in the N-terminal regions from six vertebrate species (human, Homo sapiens; sheep, Ovis aries; Tammar wallaby, Macropus eugenii; grey opossum, Monodelphis domestica; chicken, Gallus gallus domesticus; salt water crocodile, Crocodylus porosus; Xenopus, Xenopus laevis) are aligned with the amino acid sequence of human TTR The sequence is written using the single-letter amino acid abbreviation Asterisks indicate those resi-dues in other species with identical amino acids to those in human TTR Gaps were introduced to aid alignment Features of secondary structure of human TTR are indicated above the sequences Numbering of residues is based on that for human TTR, and -a, -b, -c, -d and -e were introduced to indicate positions of residues in noneutherians Double underlining indicates amino acid residues located in the central thyroid hormone binding site For sources of the TTR sequences, see [13,16].

Fig 9 X-ray crystal structure of human TTR dimer Positions of

N- and C-terminal regions located at the entrances of the central

channel containing the thyroid hormone binding sites are indicated

by pink and white arrows, respectively Reprinted with permission

of The American Society for Biochemistry and Molecular Biology,

from [24] Permission conveyed through Copyright Clearance

Cen-tre, Inc.

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Recombinant TTRs were secreted into the culture

medium, and purified TTRs migrated in SDS⁄ PAGE

as a single band with an approximate subunit

molecu-lar mass of 17 kDa, simimolecu-larly to TTR subunits from

other vertebrate species Immunochemical

cross-reac-tivity with antibody against other TTRs confirmed that

the bands of 15 kDa were TTRs The electrophoretic

mobility of recombinant TTRs in nondenaturing

poly-acrylamide gel at pH 8.6 was faster than that of

albu-min, which is a typical characteristic of TTR of most

vertebrates found in nature [21]

Native TTR in plasma exists in the tetrameric form

The molecular masses of the recombinant proteins

determined by gel filtration analysis were

approxi-mately four times the mass of the subunit determined

by SDS⁄ PAGE, indicating that the recombinant TTRs

as tetramers Analysis of binding to retinol-binding

protein and thyroid hormones showed that the

recom-binant TTRs retained its function as binding protein

for retinol-binding protein and thyroid hormones

In the present study, the Kdvalues for T4 and T3 of

all the recombinant TTRs were determined with the

method described by Chang et al [12] Recombinant

human TTR bound T4 with higher affinity than T3,

similarly to that previous reported [12] This confirmed

that the recombinant TTR had folded into its proper

native conformation

In the present study, we analyzed the binding of T3

and T4 to a chimeric TTR consisting of the N-terminal

regions of crocTTR (which has higher affinity for T3)

and the ‘rest of the molecule’ from human TTR (which

has higher affinity for T4), and to truncated crocTTR

(which lacked N-terminal regions) By this strategy,

the result clearly indicated the involvement of the

N-terminal region of TTR subunits in accessibility of

thyroid hormones to the binding site, as well as the

strength and binding preference of thyroid hormones

to TTR However, because the truncated crocTTR

(lacking the N-terminal segment) had a Kd T3⁄ Kd T4

ratio of 1, this indicated that in the absence of

N-ter-minal segment, TTR bound to both T3 and T4 with

the same strength and preference

Comparison of the data in Fig 7(G) reveals that,

qualitatively, human⁄ croc TTR is similar to croc TTR,

in that they both have higher affinity for T3 than for

T4 This could imply that the core of TTR is the main

determinant of ligand affinity and than the N-terminal

region exert a modulatory effect However, truncated

croc TTR has greatly reduced affinity for both T3 and

T4 compared with either croc TTR or human⁄ croc

TTR However, human⁄ croc TTR has more similar T4

affinity to human TTR than croc TTR does, whereas

the affinity of T3 was not greatly altered, implying that

the N-terminal region exert a greater influence on the affinity of T4 than on the affinity of T3 This could imply that the core of TTR has a major influence in determining the affinity of T3 and the N-terminal region mainly influences the affinity of T4 To resolve this more precisely, further chimeric TTRs are required

to be analyzed

Here, we have demonstrated that the character of the N-terminal region influences the binding of thyroid hormones to TTR Taken together with our previous report [14], we propose that the N-terminal region has

a role in determining the affinities of T3 and T4 to TTR

Experimental procedures Reagents and chemicals

PCR and plasmid purification kits were from GibcoBRL (Long Island, NY, USA) and Qiagen (Hilden, Germany) ABI PRISM dye terminator cycle sequencing ready reaction kit with AmpliTaq DNA polymerase was from Perkin Elmer (Wellesley, MA, USA) DNA ligase was purchased from New England Biolabs (Ipswich, MA, USA) Restric-tion endonucleases and Taq DNA polymerase were from Promega (Madison, MI, USA) and Invitrogen (Carlsbad,

CA, USA) Oligonucleotide primers were synthesized by GibcoBRL and the Bioservice unit, National Science and

I]-triiodothyronine

MA, USA), stored in lead containers and kept in the dark

car-tridges were from Waters (Milford, MA, USA) A Bio-Sil SEC250 column and protein molecular weight markers were from Bio-Rad (Hercules, CA, USA) All other chemi-cals used were of analytical grade

Construction of expression vectors for recombinant human TTR

Recombinant human TTR was first attempted to be syn-thesized using the pPIC9 vector, as this vector had been used for production of all other recombinant (including truncated and chimeric) TTRs However, as this gave an extremely low yield, recombinant human TTR was then produced using the pPIC3.5 vector BamH I and EcoR I sites were introduced by PCR into the human wild-type TTR cDNA, such that either cleavage by BamH I occurred immediately before the start codon ATG (for methionine)

in the TTR cDNA presegment, or that cleavage by XhoI occurred immediately before the codon GGC of the first amino acid (Gly) of the mature TTR, and that cleavage by EcoRI occurred immediately after the stop codon TGA of

Trang 9

the cDNA Primers to generate the compatible restriction

ends for ligation into the pPIC3.5 (using the TTR native

secretion signal) and pPIC9 (using secretion signal of the

a-factor) vectors are presented in Table 1 The PCR

prod-uct with compatible restriction sites of BamHI at 5¢ and

EcoRI at 3¢ ends was ligated to Pichia expression vector

pPIC3.5 so that the newly synthesized TTR was secreted

using its native presegment The construct with XhoI at 5¢

and EcoRI at 3¢ end was ligated into pPIC9, containing the

a-factor peptide secretion signal for the recombinant

pro-tein as described below The inserted vector was linearized

by digestion with Sal I and used for transformation of

For both constructs in pPIC3.5 and pPIC9, screening of

recombinant colonies with the methanol utilization positive

per-formed as described in the users’ manual (Invitrogen) The

Construction of chimeric TTR cDNAs

residue Gly1 to Glu7 of human TTR and residues Ser8 to

Glu127 of crocodile TTR) and truncated crocTTR cDNA

(cDNA that would code for residue Ser8 to Glu127 of

cro-codile TTR) were amplified using C porosus TTR cDNA

as the template Pairs of specific primers (Table 1) were

incorporated into the reaction mixture to alter the

nucleo-tide sequence and generate XhoI at 5¢ and EcoRI at 3¢ ends

of the TTR template, as previously described [14] The

constructed cDNAs containing compatible restriction ends

(XhoI and EcoRI ends) were ligated into Pichia expression

vector pPIC9 The sequence Glu-Lys-Arg is necessary for

a-factor peptide release by the KEX2 gene product, and

cleavage by KEX2 occurs between arginine and glutamine

in the sequence Glu-Lys-Arg-Glu-Ala-Glu-Ala According

to Invitrogen, the sequence of Glu-Ala-Glu-Ala is necessary for correct cleavage and will be removed during transloca-tion of the recombinant protein Thus, the TTR cDNA was constructed such that the cDNA was immediately in-frame integrated with the coding portion of Glu-Ala-Glu-Ala The vector construct was thereafter linearized with Sal I and introduced into P pastoris Screening of transformants and induction of synthesis of recombinant proteins were preformed as described for the recombinant human TTR Each transformant showed a similar expression level of TTR (data not shown) One of each chimeric TTR trans-formant was used for further experiments

Purification of recombinant TTR from yeast culture supernatant

The recombinant TTR was purified from the Pichia culture either by affinity chromatography using a human retinol-binding protein-Sepharose-4B as described by Larsson et al [29] or by preparative discontinuous nondenaturing-PAGE using the Bio-Rad Prep Cell (model 491) (10% acrylamide for the resolving gel and 3% acrylamide for the stacking gel, and buffering system as recommended by the company)

Determination of the masses of TTR tetramers

by gel filtration

Molecular masses of the recombinant human TTR, and

gel-permeation chromatography using Bio-Sil SEC250 column (Bio-Rad), equilibrated in 50 mm potassium phosphate buffer saline, pH 7.4 Aliquots (50 lL) of purified TTR

measured at 280 nm The column was calibrated with bovine serum albumin (68 kDa), ovalbumin (45 kDa), chymotrypsi-nogen (25.5 kDa) and ribonuclease A (13.7 kDa)

Table 1 Oligonucleotides used to generate cDNAs for recombinant human TTR, human ⁄ crocTTR, and truncated crocTTR PCR was per-formed with the oligonucleotides listed in a single step to generate cDNAs for recombinant human TTR and truncated crocTTR or in two steps to generate cDNA for recombinant human⁄ crocTTR Nucleotide sequence of human TTR in the primers is underlined, and that of

C porosus TTR is in bold.

Species of TTR

PCR

AGGAGTGAATTCTCATTCCTTGGGATTGG

Sense Antisense

AGGAGTGAATTCTCATTCCTTGGGATTGG

Sense Antisense

ACGGAATTCTTATTCTTGTGGATCACTG

Sense Antisense

ACGGAATTCTTATTCTTGTGGATCACTG

Sense Antisense

ACGGAATTCTTATTCTTGTGGATCACTG

Sense Antisense

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Analysis of N-terminal amino acid sequencing

The N-terminal amino acid sequence of recombinant TTRs

were determined using an automatic Edman degradation at

La Trobe University, Australia, and at Bioservice Unit,

National Science and Technology Development Agency,

Thailand

Purification of radioiodinated thyroid hormones

products using a SepPak C-18 cartridge column

Purifica-tion was checked by thin layer chromatography and

ana-lyzed in an LKB 1270 Rackgamma II counter with a

counting efficiency of 70%, as described previously [12]

Analysis of thyroid hormone binding

to recombinant TTRs

Purified TTR (100 nm) was incubated with T4 or T3

from 0 to 1000 nm, in Irvine buffer in the presence of

over-night, as described by Chang et al [12] Briefly, a volume

of 0.4 mL of the incubation mixture was transferred to a

vial for total radioactivity determination Free T4 or T3

in 0.4 mL of the same incubation mixture was separated

from the TTR-bound thyroid hormones within 1 s, by

adsorption to a layer of methyl cellulose coated charcoal

on a glass microfilter under constant vacuum The filter

was rinsed with 0.4 mL of Irvine buffer, then

radioactiv-ity (corresponding to free thyroid hormone) in the filters

was determined using an LKB 1270 Rackgamma II

values for T3 and T4 of all recombinant TTRs, analyses

for chicken TTR purified from serum were always

deter-mined simultaneously so that the same conformity of the

could be compared Nonspecific binding was extrapolated

and other corrections were performed prior analysis by

Scatchard plot [25]

SDS/PAGE

Analysis of proteins under denaturing conditions was

pH 8.6) using a 4% polyacrylamide stacking gel (pH 6.8)

and the discontinuous buffer system of Laemmli and Favre

[30]

Western analysis

Western analysis was performed using a polyclonal

anti-body from a rabbit raised against a mixture of TTRs

purified from human, wallaby and chicken sera as the pri-mary antibody, as described previously [14] The membrane filter was blocked, incubated with rabbit anti(human, wal-laby and chicken TTR) antiserum (1 : 5000), washed, then incubated with horseradish-peroxidase-conjugated anti-rab-bit immunoglobulin (1 : 10 000) Detection was carried out

by enhanced chemiluminescence (Amersham, Pittsburgh,

PA, USA) The filter was exposed to Kodak XAR-5 film with an intensifying screen at room temperature for 10 min, and then developed immediately

Acknowledgements This research was supported by grants from the Thai-land Research Fund (TRF), the National Research Council of Thailand and Prince of Songkla University (The Excellent Biochemistry Program Fund)

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