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dependence of TPST enzyme assay—Various concentrations of were examined in the enzyme assay. Data shown here is the result of a typical experiment

performed in triplicate.

Kinetic constants determinations of TPST—Measurements of kinetic constants were

performed by varying the polyEAY concentration while keeping the PAP at a fixed

and near saturating concentrations. The apparent Km and Vmax were determined using

nonlinear regression by SigmaPlot 2001. V7.0 and Enzyme module, V1.1.

2.4 Result

Expression of recombinant human TPST2 in prokaryote expression system.

The human TPST2 is localized in the membrane of Golgi apparatus network and the

transmembrane domain is shown as Fig 8. In our experiment, the catalytic domain

of TPST2 from residue 29 to 377 was incorporated into various expression vectors.

Various expression vectors incorporated human TPST2 cDNA in the open reading

frame were examined (data not shown). Most of the expression vector could not

prevent TPST2 from inclusion body. pET-43a (Appendix 2), a vector of expressing

proteins was purchased from Novagen, was competent to express recombinant

human TPST2 in E. coli with the reducing amount of inclusion body. The

prokaryotic expression of human TPST2 was optimized to reach the maximal

soluble amount and purified to nearly homogeneity (Fig. 9). A band on the

SDS-PAGE of 100 kDa protein composed of NUS-Tag fusion protein (60 kDa) and

TPST protein (40 kDa) upon treatment in coomassie blue R350. The spots excised

from SDS-PAGE were analyzed by LC-MS/MS. (Fig. 10) There were many

peptides (colored in red) come after trypsin digestion and they indicated the peptide

sequences of human TPST2. The alignment of these peptide sequences showing

homology to human TPST2 with high scores of confidences.

Time-dependence of human TPST2-catalyzed tyrosine O-sulfation

polyEAY is a substrate of TPST2 with higher specificity activity than other

endogenous substrates as described in the previous reports. Firstly the time

dependence of the activity of the human TPST2 with polyEAY as substrate was

examined. The concentrations of PAPS and polyEAY, were both saturated in the

reactions. The tyrosine O-sulfation of polyEAY increased linearly with the incubation

time as shown in the Fig. 11. The slope in this reaction was not appreciably reduced

up to 120 mins.

Temperature effect on TPST activity

So far the catalytic activity of human TPST2 in different temperatures was not

studied clear in the past. The experiment demonstrated that human TPST2 exhibited

the activity at 25 °C was three times than that at 40 °C (Fig. 12). This catalytic reation

was almost quenched under the treatment of 45 °C for 30 mins. The human TPST2

might denature and thus lost the fuction of tyrosine O-sulfation catalysis. The activity

at 37 °C (body temperature) was also investigated and it was apparently lower than

the activity at 25 °C. It might be attributed to the reason as decribed above.

pH profile of TPST

pH affects the electricity of amino acid and further contributes to the substrate

binding affinity, enzymatic catalysis, and protein conformational structure. The pH

profiles of the recombinant human TPST2 were determined by measuring the activity

at various pH values. The pH optimum was ranged from 5.5 to 6.0 within the error

tolerance as showed in Fig. 13. The catalytic activity of human TPST2 appreciably

decreased from pH 6.0 to 6.5 and was nearly nondetectable at pH 7. pH values higher

than 6.0 might result in the instability of tyrosine O-sulfated peptide, or the

dysfunction of human TPST2 in catalysis.

Metal ion effect on TPST2

It is known to require exogenous metal ions for activity with Mn2+ and Mg2+ to

activate the highest activity of TPSTs (Mishiro et al. 2006). The data indicated that

whether there is metal ion in enzyme catalysis or not, it is not necessary for human TPST2 (Fig. 14). The concentration of Mn2+ at 25 mM performed the maximal activity and 2.5 folds higher than the absence of Mn2+.

Kinetics of TPST2 utilized polyEAY as substrate

Previous studies indicated that tyrosine sulfation was studied in the subcellular

fractions containing the enzyme activity.(William et al. 1997; Sane et al. 1993; Lin

et al. 1990) The most widely used sulfonate acceptor was EAY as a positive

control. The kinetic constants toward polyEAY, the synthetic polypeptides0

composed of Glu, Ala, and Tyr in the ratio 6:3:1, demonstrated that Km was 10.6 μM

and Vmax was 4.8 pmole/min/mg (Fig. 15). It revealed that the heterologous

expression of human TPST2 was active in the catalysis and performed the similar

kinetic constants compared to the previous studies. (Sane et al. 1993)

2.5 Discussion

Tyrosine O-sulfation is firstly discovered in 1954. (Bettelheim, F.R.1954)

Tyrosylprotein sulfotransferase (TPST) is demonstrated to catalyze tyrosine

O-sulfation by Lee and Huttner in 1983. In opposition to the researches of kinases, the

ones of TPST are extremely few. It may be attributed to some characteristics of TPST,

such as the difficulty to purify the homogenous and ample amount of TPST. TPST is

reported to be labile and is hard to purify during the process of purification (Ouyang

et al. 1998). In the previous studies, the enzyme source came from the nature

materials or mammalian cell lines, and further purified through affinity column whose

beads conjugated with its substrate or antibody.(Ramaprasad et al. 1998; Kasinathan

et al. 2005) In this research, the heterologous expression system utilizing E. coli as

host to purify the human TPST2 was optimized with high recovery. In the process of

the purifications, the inclusion body and contamination of chaperonin 60 (GroEL)

resulted in the difficulties to overcome.

The formation of inclusion body includes solubility limitation, protein size,

type of promoter, and improper disulfide formation. (Hartley et al. 1988; Marston et

al. 1986) The choice of vector and expression host can significantly increase the activity and amount of target protein present in the soluble fraction. In the previous

study, the truncated form of human TPST2 comprising the catalytic domain was

secreted from stably transfected Chinese hamster ovary (CHO) cells (Ouyang et

al.1998). According to the topological analysis of primary sequence of TPST2, the

N-terminal transmembrane domain in TPST2 was truncated to prevent hydrophobic

domain from interfering in this study. Moreover, the fusion protein, Nus•Tag, on the

expression vector was utilized to enhance the solubility of target proteins (Davis et

al. 1999; Harrison et al. 2000). Furthermore, the contamination of chaperonin 60

(GroEL) was found to co-elute with TPST2 in this study. Common features of

chaperone action are transient interaction with non-native species in the prevention

of aggregation and promotion of correct folding and assembly (Young et al. 2004;

Bukau et al. 2006; Anken et al. 2005). The existence of the GroEL represented that

TPST was not easy to fold or not fold into the correct stage. This interaction

between TPST2 and GroEL was interfered through Triton X-100 to be the

competence of the hydrophobic force and separate each other. This purification

procedure in the study is simple, straightforward, and can produce great quantities

and homogeneous sources of TPST2 (Fig. 9).

The homogeneous human TPST2 was measured further to understand the

characterizations and mechanism of action. The catalytic activity of zebrafish TPST

with N-terminal PSGL-1 peptide as substrate indicated the optimal activity ranged

from 28 to 37 °C (Mishiro et al. 2004). The temperature profile of human TPST2 with

polyEAY as substrate in this study was different from the catalytic activity of

zebrafish TPST (Fig. 12). The activity of TPST2 decreased with the increasing

temperature and approached to inactive while the temperature was higher than 45 °C.

Furthermore, previous research revealed that the TPST under the treatment of

detergent possessed the half life of 48 hours at 4 °C (Niehrs et al. 1990). The catalytic

specificity of human TPST2 is unknow in this studies.

Previous studies had revealed that TPST1 and TPST2 are localized in the Golgi

apparatus and the catalytic domain is situated in the lumen, which is an acidic

environment (Baeuerle et al 1987; Lee et al.1985). The recombinant human TPST2

indicated that the activity is adaptable under acidic environment and become labile

while the pH value was higher than 6.0 (Fig. 13). It might be resulted from the

influence of the affinity of PAPS or substrate binding sites. The information from

previous studies also indicated that the optimal pH of human TPST2 expressed from E.

coli was the same as that from 293T cells, but was different from human

saliva.(Mishiro et al. 2006; Kasinathan et al. 2005) It might infer that human TPST2

possessed the isoforms so that resulting in the different optimal pH towards the

catalytic activity.

Membrane lysates of Golgi apparatus have revealed the stimulatory effects of

Mn2+ on the activity of TPST.(Mishiro et al. 2006; Kasinathan et al. 2005) The

catalytic activity of human TPST from salivary and PC12 cells is stimulated by the

divalent cations, such as Mn2+, Ca2+ and Mg2+, and is inhibited by EDTA.(Kasinathan

et al. 2005) On the contrary, tyrosine O-sulfation of the endogenous membrane proteins in A431 cell is not inhibited by EDTA.(Liu et al. 1986) The stimulatory

effect and mechanism of metal inons, however, was still not clear so far. When MnCl2

was up to 40 mM in the reaction mixture, the enzyme activity was apparently

decreased (Fig. 14). High concentration of Mn2+ might affect the structure and render

the protein denaturation. The appropriate concentration of Mn2+ might also stabilize

the sulfonate groups while catalysis and further to reduce the activation energy. It

could be comparable to the role of Mg2+ in the kinase catalysis.

According to the previous studies, the Km of platelet TPST for polyEAY as

substrate was 3.7 μM and the Vmax was 0.09 pmol/min (Sane et al. 1993). In our study,

the kinetic constants indicated that the Km and Vmax were 10.5 μM and 4.8

pmole/min/mg, respectively (Fig. 15). This difference might result from that the

polyEAY is synthetized with distinct ratio of components (Glu, Ala, and Tyr), and the

various composition of the sequences also led to the different catalytic efficiency.

According to these characterizations of recombinant human TPST2, the NusA

protein fused TPST2 expressed from E. coli was similar to that either from natual

materials or eukaryotic expression. The NusA protein obviously did not affect the

catalytic activity of human TPST2 and render the high solubility to facilitate TPST

folding.

In summary, we first purified TPST from prokaryote systems (E. coli) with

catalytic activity. By means of this purification procedure, the time-and-effort-saving,

inexpensive, high quality and quantity platform was established to express and purify

homogenous human TPST2 with only one chromatography step for further

biochemical characterization. The catalytic mechanism of substrate specificity, for

example PSGL-1(Fig. 16), metal ion effect, and the regulatory residues will be

examined. Furthermore, the crystal structure and antibody will be pursued to study in

advanced for either the physiological or pathological functions and regulations.

Table 1a. Some common and important post-translational modifications.

a Adapted from Mann et al. 2003.

Table 2. Specific effects of tyrosine O-sulfationa

a Adapted from Liu et al. 2008

Table 3a. Conservation of tyrosine sulfation sites in human chemokine receptors.

Sulfation sites with scores of 2.5 or higher are in black. Sites with intermediate scores between 1.5 and 2.5 are in gray.

a Adapted from Liu ,et al. 2008

Table 4. TPSTs purified from many source.

Kasinathan C.,et al. Int. J. Biol. Sci. 2007 Statherin; EAY

Human Saliva Human Saliva (TPST)

Kasinathan C.,et al. Alcohol. 1998 EAY

rat liver rat TPST

Ramaprasad P.,et al. Gen Pharmacol. 1998 EAY

Rat Liver Rat Liver (TPST)

Ouyang Y. et al.Proc Natl Acad Sci. 1998 PSGL-1

rat liver rat liver

Salivary Glands

William S.,et al. Arch. Biochem. Biophys.

EAY 1997 Rat Submandibular

rat Salivary Glands (TPST)

Kasinathan C,et al. Gen. Pharmacol. 1995 EAY

Rat Salivary Glands rat Salivary Glands (TPST)

Niehrs C,et al. EMBO J. 1990 (PKG or others)

bovine adrenal medulla bovine (TPST)

Lin W.H.,et al. Biochem. Pharmacol. 1990 EAY

human liver Human (TPST)

Niehrs C,et al. J Biol. Chem. 1990 CCK; Sgi

bovine adrenal medulla bovine (TPST)

Rens-Domiano S.,et al. J Biol. Chem. 1989 EAY

Mishiro E.,et al. J. Biochem.2006 PSGL-1

293T cell human TPST-1 & 2

Seibert C.,et al. Proc Natl Acad Sci. 2002 PSGL-1;CCR5

HEK293T cell human TPST-1 & 2

293T cell mouse TPST

Ouyang Y., et al. Proc Natl Acad Sci. 1998 293T cell

human TPST-HPC4 PSGL-1

CHO-K1 cell human TPST-HPC4

Liu M.C., et al. J. Biochem. 1987 3Y1

Kasinathan C.,et al. Int. J. Biol. Sci. 2007 Statherin; EAY

Human Saliva Human Saliva (TPST)

Kasinathan C.,et al. Alcohol. 1998 EAY

rat liver rat TPST

Ramaprasad P.,et al. Gen Pharmacol. 1998 EAY

Rat Liver Rat Liver (TPST)

Ouyang Y. et al.Proc Natl Acad Sci. 1998 PSGL-1

rat liver rat liver

Salivary Glands

William S.,et al. Arch. Biochem. Biophys.

EAY 1997 Rat Submandibular

rat Salivary Glands (TPST)

Kasinathan C,et al. Gen. Pharmacol. 1995 EAY

Rat Salivary Glands rat Salivary Glands (TPST)

Niehrs C,et al. EMBO J. 1990 (PKG or others)

bovine adrenal medulla bovine (TPST)

Lin W.H.,et al. Biochem. Pharmacol. 1990 EAY

human liver Human (TPST)

Niehrs C,et al. J Biol. Chem. 1990 CCK; Sgi

bovine adrenal medulla bovine (TPST)

Rens-Domiano S.,et al. J Biol. Chem. 1989 EAY

Mishiro E.,et al. J. Biochem.2006 PSGL-1

293T cell human TPST-1 & 2

Seibert C.,et al. Proc Natl Acad Sci. 2002 PSGL-1;CCR5

HEK293T cell human TPST-1 & 2

293T cell mouse TPST

Ouyang Y., et al. Proc Natl Acad Sci. 1998 293T cell

human TPST-HPC4 PSGL-1

CHO-K1 cell human TPST-HPC4

Liu M.C., et al. J. Biochem. 1987 3Y1

Figure 1a Schematic representation of protein modifications related to the regulation of biological processes.

a Adapted from Seo et al. 2004

Figure 2 a. Sulfate activation and tyrosine O-sulfation.

a Adapted from Moore et al. 2003

Figure 3a. Schematic representation of cell entry by HIV-1 following sulfation of CCR5 by a tyrosylprotein sulfotransferase.

a Adapted from Chapman et al. 2004.

Y276, Y278, Y279 Y276, Y278, Y279

Figure 4a GPIbα from amino acid 200-294

a Adapted from Murata et al. 1991

Figure 5 a. Tyrosine sulfation plays an important role in the immune response.

a Adapted from Kehoe et al. 2000

Figure 6. Graphical presentation of the far-Western immunoblot technique.

Figure 7. The catalyzed reaction of tyrosylprotein sulfotransferase.

Figure 8. Sequence alignment and transmembrane domain analysis of tyrosyl protein sulfotransferase. The sequence pairwise alignment is performed by ClustalW (http://www.ebi.ac.uk/Tools/clustalw2/index.html) and sorted shading by BOXSHADE server (http://www.ch.embnet.org/software/BOX_form.html). The black background indicated identity to each other and the gray one meant conserved

substitutions. The residue colored in red is the predicted transmembrane domain calculated by PSIPRED (http://bioinf.cs.ucl.ac.uk/psipred/psiform.html) ranged from residue 6 to 28 both for human TPST1 and TPST2.

Figure 9. Prokaryotic expression and purification of human hTPST2. The prokaryotic expression of human TPST2 was optimized to reach the maximal soluble amount and purified to near homogeneity. Lane 1 was purified from HisTrap chromatography followed the procedure as described in the “Experimental procedures.” Lane M was protein marker consisted of β-galactossidase (116.0 kDa), bovine serum albumin (66.2 kDa), ovalbumin (44 kDa), lactate dehydrogenase (35 kDa), and restriction endonuclease Bsp98I (25 kDa).

116 66 45 35 25

kD M 1

hTPST2

Figure 10. The protein of LC-MS-MS fingerprinting analysis was identified for human TPST2. The excised spot from SDS-PAGE was identified for human TPST2 by LC-MS-MS. The sequence (red) by mass fingerprinting was mapped to the protein sequence with high confidence. (The result was particularly descrided in appendix)

Time (mins)

0 20 40 60 80 100 120 140

Sulfation number (pmole)

0 1 2 3 4 5 6 7

Figure 11. Reaction of polyEAY sulfation as a function of time. This experiment was performed as described under the “Experimental procedures.” Each assay

consisted of 50 mM MES at pH 6.0, 25 mM MnCl2 , 50 mM NaF, 0.5 μM [35S]PAPS (15Ci/mmole), 40 μM TSH-R signaling

polyEAY, 0.5 % Triton-X100 and 4 μg human TPST2 in a final volume of 10 μl.

Data shown here is the result of a typical experiment performed in triplicate.

Figure 12. Effect of Temperature on hTPST2 activity. This experiment was performed as described under the “Experimental procedures.” Using different temperature in the same mixture resulted in changes of the catalytic activity of human TPST2. Data shown here is the result of a typical experiment performed in triplicate.

Specific activity (pmole/min/mg)

Temperature (oC)

20 25 30 35 40 45 50 55

0 1 2 3 4 5 6

Figure 13. Different pH affects the catalytic activity of human TPST2. The experiment was performed as described under the “Experimental procedures.” The result indicated pH affects of tyrosine O-sulfation in human TPST2 enzyme assay.

The data was performed in triplicate.

5.5 6.0 pH 6.5 7.0

Sepcific activity (pmole/min/mg)

-1 0 1 2 3 4 5 6

Figure 14. Effect of MnCl2 on hTPST2 activity. This experiment was performed as described under the “Experimental procedures.”.Data shown here was the result of a typical experiment performed in triplicate. This experiment was repeated three times with similar results. Point A indicated the total reaction without polyEAY and MnCl2, and point B meant the total reaction without human TPST2 and MnC2.

MnCl2concentration

A B 0 5 10 15 20 25 30 35 40

Specific activity (pmole/min/mg)

0 1 2 3 4 5 6 7

EAY (microM)

0 10 20 30 40 50

Specific Activity (pmol/min/mg)

0 1 2 3 4 5

Figure 15. Kinetics of human TPST2 for polyEAY as substrate. Each assay consisted of 50 mM MES at pH 6.0, 25 mM MnCl2 , 50 mM NaF, 0.5 μM [35S]PAPS (15Ci/mmole), various concentrations of polyEAY, and 4 μg human TPST2 in a final volume of 10 μl. Data shown here was the result of a typical experiment performed in triplicate. The data indicated the Km was 10.5 ± 2.1 μM and Vmax was 4.8 ± 0.3 pmole/min/mg. This experiment was repeated three times with similar results.

M 1 2

PSGL-1 6

kDa

PSGL-1

M 1 2

PSGL-1 6

kDa

PSGL-1

Figure 16. The SDS-PAGE of PSGL-1 peptide purification. Lane M was protein marker consisted of β-galactossidase (116.0 kDa), bovine serum albumin (66.2 kDa), ovalbumin (44 kDa), lactate dehydrogenase (35 kDa), and restriction endonuclease Bsp98I (25 kDa). Lane 1 was the elution of GST-fused PSGL-1. Lane 2 was PSGL-1 peptide purified from GSTTrap chromatography after the thrombin digestion.

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