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Tiêu đề Aberrant interchain disulfide bridge of tissue-nonspecific alkaline phosphatase with an arg433 fi cyst substitution associated with severe hypophosphatasia
Tác giả Makiko Nasu, Masahiro Ito, Yoko Ishida, Natsuko Numa, Keiichi Komaru, Shuichi Nomura, Kimimitsu Oda
Trường học Niigata University
Chuyên ngành Medical and Dental Sciences
Thể loại báo cáo khoa học
Năm xuất bản 2006
Thành phố Niigata
Định dạng
Số trang 13
Dung lượng 446,03 KB

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Nội dung

In contrast to an 80 kDa mature form of the wild-type and TNSALPR433H, a unique disulfide-bonded 160 kDa molecular species appeared on the cell surface of the cells expressing TNSALPR433C

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alkaline phosphatase with an Arg433 fi Cys substitution associated with severe hypophosphatasia

Makiko Nasu1, Masahiro Ito2, Yoko Ishida2, Natsuko Numa3, Keiichi Komaru4, Shuichi Nomura1 and Kimimitsu Oda2,5

1 Division of Oral Health in Aging and Fixed Prosthodontics, Niigata University Graduate School of Medical and Dental Sciences, Japan

2 Division of Oral Biochemistry, Niigata University Graduate School of Medical and Dental Sciences, Japan

3 Division of Pediatric Dentistry, Niigata University Graduate School of Medical and Dental Sciences, Japan

4 Kitasato Junior College of Health and Hygienic Sciences, Yamatomachi, Minami-Uonuma-shi, Niigata, Japan

5 Center for Transdisciplinary Research, Niigata University, Japan

Keywords

alkaline phosphatase; bone; disulfide bridge;

hypophosphatasia; loss of function

Correspondence

K Oda, Division of Oral Biochemistry,

Niigata University Graduate School of

Medical and Dental Sciences, 2-5274,

Gakkocho-dori Niigata 951-8514, Japan

Fax: +81 25 227 0803

Tel: +81 25 227 2827

E-mail: oda@dent.niigata-u.ac.jp

(Received 24 September 2006, accepted

23 October 2006)

doi:10.1111/j.1742-4658.2006.05550.x

Various mutations in the tissue-nonspecific alkaline phosphatase (TNSALP) gene are responsible for hypophosphatasia characterized by defective bone and tooth mineralization; however, the underlying molecular mechanisms remain largely to be elucidated Substitution of an arginine at position 433 with a histidine [TNSALP(R433H)] or a cysteine [TNSALP(R433C)] was reported in patients diagnosed with the mild or severe form of hypo-phosphatasia, respectively To define the molecular phenotype of the two TNSALP mutants, we sought to examine them in transient (COS-1) and conditional (CHO-K1 Tet-On) heterologous expression systems In contrast

to an 80 kDa mature form of the wild-type and TNSALP(R433H), a unique disulfide-bonded 160 kDa molecular species appeared on the cell surface

of the cells expressing TNSALP(R433C) Sucrose density gradient centri-fugation demonstrated that TNSALP(R433C) forms a disulfide-bonded dimer, instead of being noncovalently assembled like the wild-type Of the five cysteine residues per subunit of the wild-type, only Cys102 is thought to

be present in a free form Replacement of Cys102 with serine did not affect the dimerization state of TNSALP(R433C), implying that TNSALP(R433C) forms a disulfide bridge between the cysteine residues at position 433 on each subunit Although the cross-linking did not significantly interfere with the intracellular transport and cell surface expression of TNSALP(R433C),

it strongly inhibited its alkaline phosphatase activity This is in contrast to TNSALP(R433H), which shows enzyme activity comparable to that of the wild-type Importantly, addition of dithiothreitol to the culture medium was found to partially reduce the amount of the cross-linked form in the cells expressing TNSALP(R433C), concomitantly with a significant increase in enzyme activity, suggesting that the cross-link between two subunits distorts the overall structure of the enzyme such that it no longer efficiently carries out its catalytic function Increased susceptibility to proteases confirmed a

Abbreviations

Endo H, endo-b-N-acetylglucosaminidase H; ER, endoplasmic reticulum; GPI, glycosylphosphatidylinositol, PI-PLC, phosphatidylinositol-specific phospholipase C; TNSALP, tissue-nonphosphatidylinositol-specific alkaline phosphatase; TNSALP(R433C), tissue-nonphosphatidylinositol-specific alkaline phosphatase with

an arginine to cysteine substitution at position 433; TNSALP(R433H), tissue-nonspecific alkaline phosphatase with an arginine to histidine substitution at position 433.

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Hypophosphatasia is characterized by defective

osteo-genesis with various degree of failure in mineralization

of hard tissues such as bone and tooth [1–3] Various

mutations in the human tissue-nonspecific alkaline

phosphatase (TNSALP, EC 3.1.3.1) gene are thought

to be responsible for hypophosphatasia [1–5]

Hypo-phosphatasia is customarily divided into: (a) perinatal

hypophosphatasia; (b) infantile hypophosphatasia; (c)

childhood hypophosphatasia; (d) adult

hypophospha-tasia; and (e) odonto-type hypophosphatasia The

bio-chemical hallmark of the disease is reduction in serum

alkaline phosphatase activity Variation in clinical

expression is known to correlate well with variable

residual enzymatic activities in hypophosphatasia

patients (6,7) In general, the lower the activity, the

more severe the symptoms As of 24 July 2006, 184

mutations had been reported in the TNSALP gene

worldwide, and about 80% of them are missense

muta-tions [7] (http://www.sesep.usvq.fr.⁄ Database.html)

Recently, using a computer-assisted, three-dimensional

model of TNSALP, Mornet et al have proposed the

categorization of missense mutations into different

functional domains, such as the active site, the

homodimer interface and the crown domain [8] It is

now easier to predict, estimate and probably

under-stand the effects of some of the missense mutations on

the TNSALP molecule However, the structural

evidence in itself may not be sufficient to assess the

effects of other mutations on TNSALP, especially if a

particular amino acid plays an essential role in the

adoption of the native structure other than its role in

maintaining the structure and function of the fully

folded enzyme In this respect, we previously reported

that several TNSALP mutant proteins, which were

reported in severe hypophosphatasia patients, tend to

form a high molecular mass aggregate in the

endoplas-mic reticulum (ER), resulting in decreased cell surface

appearance of the TNSALP mutants, suggesting

impairment of the folding and assembly process for

TNSALP [9–13] Furthermore, some mutant proteins

undergo proteasomal degradation [11–13] Obviously,

an ER exit defect could be an important factor in

the etiology of severe forms of hypophosphatasia,

irrespective of whether mutant enzymes exhibit

vari-able residual enzyme activity [3] TNSALP is an

ectoenzyme anchored to the plasma membrane via

glycosylphosphatidylinositol (GPI), and is believed to regulate biomineralization by hydrolyzing inorganic pyrophosphate, the extracellular matrix mineralization inhibitor, on the surface of osteoblasts, chondrocytes and matrix vesicles derived from them [3,14]

TNSALP(R433H arginine to histidine substitution) was found in a compound heterozygote (R433H⁄ D389G) diagnosed with odontohypophosphatasia [15], whereas TNSALP(R433C arginine to cysteine substitu-tion) was found in two independent homozygous patients with infantile hypophosphatasia [16] The three-dimensional structure of human TNSALP predicts that an arginine residue at position 433 is unique to TNSALP and is located at the entrance of the active site pocket, raising the possibility of its involvement in sub-strate positioning [8] Because of its conservative nature, the replacement of arginine with histidine was assumed

to affect the catalytic function of TNSALP less severely than replacement with cysteine Here, we report that both TNSALP(R433H) and TNSALP(R433C) are anchored to the plasma membrane via GPI, like the wild-type Nonetheless, in contrast to the wild-type and TNSALP(R433H), TNSALP(R433C) forms a

covalent-ly cross-linked dimer with low catacovalent-lytic efficiency, pre-sumably explaining the severity of the disease when this particular mutation is present in a homozygous state

Results

Transient expression of TNSALP mutants

in COS-1 cells Human TNSALP folds and assembles as a noncova-lently associated homodimer in the ER and then pro-ceeds through the secretory pathway to the plasma membrane, where it is anchored via GPI [9,10] Of five potential N-glycosylation sites of TNSALP, three sites are attached by oligosaccharide chains when the pro-tein is expressed in COS-1 cells [9] TNSALP is syn-thesized as a 66 kDa endo-b-N-glucosaminidase H (Endo H)-sensitive form, is processed to a mature

80 kDa Endo H-resistant form, and finally appears on the cell surface To examine whether the two missense mutations at position 433 of TNSALP affect the biosynthesis of TNSALP, we transfected COS-1 cells with a plasmid encoding TNSALP(R433C) or

gross conformational change of TNSALP(R433C) compared with the wild-type Thus, loss of function resulting from the interchain disulfide bridge is the molecular basis for the lethal hypophosphatasia associated with TNS-ALP(R433C)

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TNSALP(R433H) The cells were metabolically labeled

with [35S]methionine⁄ cysteine for 3 h and subjected to

immunoprecipitation using anti-TNSALP serum,

fol-lowed by SDS⁄ PAGE ⁄ fluorography as shown in

Fig 1 Under reducing conditions, the wild-type and

the two TNSALP mutants gave a similar

electropho-retic pattern, consisting of the 66 kDa and 80 kDa

forms However, strikingly, a distinct pattern was

obtained under nonreducing conditions In addition to

the two molecular forms, a 160 kDa and a 130 kDa

form were found only in the cells expressing

TNS-ALP(R433C) (Fig 1, lanes 2 and 6), indicating that a

considerable portion of newly synthesized

TNS-ALP(R433C) is covalently cross-linked via a disulfide

bond As reported previously [13], TNSALP(D289V) is

not processed to the 80 kDa form, as this mutant is

transport-incompetent (Fig 1, lanes 4 and 8) Instead

of being conveyed to the Golgi apparatus, it

accumu-lates in the ER, and is eventually degraded in the

ubiquitin–proteasome pathway [13] We consistently

observed a high molecular mass aggregate even in

the cells expressing the wild-type under nonreducing

conditions (see the top of the gel, Fig 1, lanes 5–8) Previously, we reported that a proportion of the newly synthesized TNSALP fails to be modified with GPI, and resultant GPI-anchorless TNSALP molecules form the aggregate in transfected cells [17] This probably reflects a shortage of a GPI precursor pool in the ER

of COS-1 cells where TNSALP is overexpressed ectopi-cally

The two TNSALP mutants appear

on the cell surface Next, we investigated whether the TNSALP mutants gain access to the cell surface like the wild-type The cells that expressed each TNSALP mutant were meta-bolically labeled and further incubated with phosphati-dylinositol-specific phospholipase C (PI-PLC) Upon digestion, the 80 kDa form was the only form in the culture media of the cells that expressed the wild-type

or TNSALP(R433H) (Fig 2, lanes 4 and 12) However, the 160 kDa form as well as the 80 kDa form were released into the medium from the cells expressing TNSALP(R433C) (Fig 2, lane 8), indicating that the dimerization via a disulfide bridge does not severely affect the cell surface appearance of TNSALP(R433C)

As a negative control, no TNSALP(D289V) was released into the medium by digestion with PI-PLC, because this mutant fails to exit from the ER Immuno-fluorescence studies also confirmed the cell surface appearance of the wild-type, TNSALP(R433C) and TNSALP(R433H), but not TNSALP(D289V) (data not shown)

Catalytic activity of TNSALP mutants

An immunoblotting method showed essentially the same result for steady-state expression of the TNSALP mutants as the biosynthetic experiments (Fig 3A, lanes

5 and 6), confirming that TNSALP(R433C) tends to become a disulfide-bonded form that is clearly differ-ent from the noncovaldiffer-ently associated forms of the wild-type, which migrates on the SDS gel as the

66 kDa or 80 kDa form

To address the question of whether the replacement

of arginine at position 433 affects the catalytic function

of TNSALP, the cells expressing the two mutants were assayed for alkaline phosphatase activity using p-nitro-phenylphosphate as a substrate (Fig 3B) Conservative replacement of arginine with histidine was expected not to greatly change the catalytic function of TNSALP(R433H), although we consistently detected higher specific enzyme activity in the cells expres-sing TNSALP(R433H) than in those expresexpres-sing the

a D k 6 a D k 3 a D k 8 a D k 6

8 7 6 5 4 3 2

1

d r n n d

r

Fig 1 Biosynthesis of TNSALP mutants in COS-1 cells COS-1

cells, which had been transfected for 24 h with a plasmid

enco-ding the wild-type (lanes 1 and 5), TNSALP(R433C) (lanes 2 and 6),

TNSALP(R433H) (lanes 3 and 7) or TNSALP(D289V) (lanes 4 and 8),

were labeled with [35S]methionine ⁄ cysteine for 3 h The cell lysates

were immunoprecipitated with anti-TNSALP, and the immune

com-plexes were then analyzed by SDS ⁄ PAGE ⁄ fluorography under

redu-cing (lanes 1–4) or nonreduredu-cing (lanes 5–8) conditions Double and

single arrowheads indicate the tops of the stacking and resolving

gels, respectively Left lane: 14 C-methylated protein markers of

200, 97.4, 66, 46 and 30 kDa, from the top of the gel.

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wild-type In contrast to this, the cell homogenate of the cells that expressed TNSALP(R433C) showed a much reduced level of activity as compared with the wild-type As a negative control, TNSALP(D289V) did not exhibit any enzyme activity, in agreement with a previous report [13] Km(Vmax) values for the wild-type, TNSALP(R433C) and TNSALP(R433H), which were determined using Lineweaver–Burk plots, were 0.23 mm (2.57 lmolÆmin)1), 0.50 mm (1.05 lmolÆmin)1) and 0.34 mm (3.69 lmolÆmin)1), respectively As the expression level of TNSALP(R433H) was higher than that of the wild-type in the COS-1 cells, based on the immunoblotting results (Fig 3A, lanes 1 and 3), it seems reasonable to assume that replacement of argin-ine with histidargin-ine at position 433 does not have much affect on the catalytic function of TNSALP, although a definite conclusion awaits its purification In the case of TNSALP(R433C), however, we were uncertain whether the decrease in specific enzyme activity could be attrib-uted to disulfide bond formation, as a significant amount of the noncross-linked molecular species was also present in the cell homogenate (Fig 3A, lane 6)

Expression of TNSALP(R433C) in CHO-K1 Tet-On cells

As it was difficult to separate the noncross-linked and the cross-linked form of TNSALP(R433C) from each other in the native state by means of biochemical methods such as gel filtration and electrophoresis, we turned to another strategy We reasoned that if expres-sion levels of TNSALP(R433C) are kept at a relatively low level compared with transient expression, most of the newly synthesized TNSALP(R433C) molecules might be oxidized to become disulfide-bonded in the

C L

M C M C M C M C M C M C M C M C

C 3 4 R d-type l

a D k 6 a D k 3 a D k 8 a D k 6

16 15 14 13 12 11 10 9 8 7 6 5 4 3 2 1

Fig 2 Cell surface appearance of TNSALP

mutants in COS-1 cells COS-1 cells, which

had been transfected with a plasmid

enco-ding the wild-type, TNSALP(R433C),

TNS-ALP(R433H) or TNSALP(D289V) for 24 h,

were labeled with [ 35 S]methionine ⁄ cysteine

for 3 h and chased for 2 h The cells were

then further incubated in the absence or

presence of PI-PLC The cell lysates (C) and

media (M) were immunoprecipitated with

anti-TNSALP, and the immune complexes

were analysed by SDS ⁄ PAGE

(nonreduc-ing) ⁄ fluorography The single arrowhead

indicates the top of the resolving gels Left

lane:14C-methylated protein markers as in

Fig 1.

0

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V 9 2 D H 3 4 R C 3 4 R T W

B

4 3 2

d e n o n d

e

a D k 6 a D k 3 a D k 8 a D k 6

A

Fig 3 Steady-state expression of TNSALP mutants in COS-1 cells.

(A) COS-1 cells, which had been transfected with a plasmid

enco-ding the wild-type (lanes 1 and 5), TNSALP(R433C) (lanes 2 and 6),

TNSALP(R433H) (lanes 3 and 7) or TNSALP(D289V) (lanes 4 and 8)

for 24 h, were homogenized, and 10 lg of each homogenate was

directly separated by SDS ⁄ PAGE under reducing (lanes 1–4) or

non-reducing (lanes 5–8) conditions and subjected to immunoblotting

using anti-TNSALP Double and single arrowheads indicate the tops

of the stacking and resolving gels, respectively (B) The same

homogenates as described in (A) were assayed for alkaline

phos-phatase activity and protein Values are means of two independent

experiments.

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ER This was the case We succeeded in establishing a

CHO-K1 Tet-On (Tet-On) cell line that expresses

TNSALP(R433C) only in response to the addition of

doxycycline (a tetracycline analog) In marked contrast

to transient expression (Fig 3), the 160 kDa

disulfide-bonded form was the predominant molecular species

in the Tet-On cells, with a trace amount of the 80 kDa

noncross-linked form, over a wide range of expression

conditions (Fig 4) Induction of TNSALP(R433C)

was found to be regulated tightly, as no band was

observed in the absence of doxycycline (Fig 4)

Con-sistent with this, the alkaline phosphatase activity of

Tet-On cells was negligible in the absence of the indu-cer (data not shown) When its synthesis was induced, TNSALP(R433C) was localized on the cell surface of the Tet-On cells, as judged by immunofluorescence (Fig 5A) and PI-PLC digestion (Fig 5B) Next, the detergent extracts of cells expressing the wild-type or TNSALP(R433C) were fractionated by sucrose density gradient centrifugation, and the distribution of TNSALP was analyzed by immunoprecipitation (Fig 6) Both the wild-type and TNSALP(R433C) appeared at exactly the same position across the gradient, demonstrating that the disulfide-bonded

0.5 0.2

0

nonred red

a D k 0 1 a D k 0 1

a D k 8 a D k 6

Fig 4 Steady-state expression of TNS-ALP(R433C) in Tet-On cells.The established Tet-On cells harboring a plasmid encoding TNSALP(R433C) were cultured with differ-ent concdiffer-entrations of doxycycline for 24 h The cells were homogenized, and 5 lg of each homogenate was separated by SDS ⁄ PAGE under reducing (red) or non-reducing (nonred) conditions; this was fol-lowed by immunoblotting with anti-TNSALP DOX, doxycycline.

M C M C

a D k 6 a D k 3 a D k 8 a D k 6

Fig 5 Cell surface appearance of TNSALP(R433C) in Tet-On cells (A) Established Tet-On cells harboring a plasmid encoding TNS-ALP(R433C) were cultured with 0.5 lgÆmL)1doxycycline for 24 h After fixation, the cells were reacted with anti-TNSALP and then with anti-(rabbit IgG)–rhodamine (B) The established Tet-On cells, which had been cultured with 1.0 lgÆmL)1doxycycline for 14 h, were labeled with [ 35 S]methionine ⁄ cysteine for 0.5 h and chased for 1 h The cells were further incubated in the absence or presence of PI-PLC The cell lysates (C) and media (M) were immunoprecipitated with anti-TNSALP, and the immune complexes were analysed by SDS ⁄ PAGE (nonreduc-ing) ⁄ fluorography Left lane: 14 C-methylated protein markers as in Fig 1.

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TNSALP(R433C) forms a dimer like the wild-type.

The pulse-chase experiments demonstrated that the

wild-type 66 kDa form was efficiently processed to the

mature 80 kDa form, and this mature form was the only form found in the cell at 2 h chase time (Fig 7A) Similarly, the majority of TNSALP(R433C) was

12 11 10 9 8 7 6 5 4 3 2 1

Wild-type

C 3 4 R

a D k 8

a D k 6

a D k 8

c a b

Fig 6 Sucrose density gradient analysis of TNSALP(R433C) The established Tet-On cells harboring a plasmid encoding the wild-type or TNSALP(R433C) were cultured with 1.0 lgÆmL)1doxycycline for 12 h The cells were labeled with [35S]methionine ⁄ cysteine for 1 h and fur-ther chased for 3 h The cells were lysed, loaded on the top of the gradient [5–35% (w ⁄ w) sucrose], and centrifuged for 18 h at 4 C Each

400 lL fraction was collected from the top (fraction 1) of the gradient and immunoprecipitated The immune complexes were separated by SDS ⁄ PAGE (nonreducing), followed by fluorography The arrowhead indicates an unknown band BSA (b, 68 kDa), alcohol dehydrogenase (a,

141 kDa) and catalase (c, 250 kDa) were applied on a separate gradient as size markers Left lane: 14 C-methylated protein markers of 200, 97.4 and 66 kDa from the top of the gel.

a D k 8 a D k 6

a D k 6 a D k 3

a D k 6

0 ) h ( e a h C

2 1 5 0

e p y t d l W

C 3 4 R

a D k 3

a D k 6

+ -H o d E

Fig 7 Biosynthesis of TNSALP(R433C) in Tet-On cells (A) The established Tet-On cells harboring a plasmid encoding the wild-type or TNSALP(R433C) were cultured with 1.0 lgÆmL)1doxycycline for 14 h, labeled with [ 35 S]methionine ⁄ cysteine for 0.5 h, and chased for up to

2 h The cells were lysed and immunoprecipitated with anti-TNSALP, and the immune complexes were separated by SDS ⁄ PAGE (non-reducing), followed by fluorography Left lane: 14 C-methylated protein markers of 200, 97.4 and 66 kDa from the top of the gel (B) The established Tet-On cells harboring a plasmid encoding TNSALP(R433C) were cultured with 1.0 lgÆmL)1doxycycline for 14 h The cells were pulse-labeled with [ 35 S]methionine ⁄ cysteine for 0.5 h and immunoprecipitated for Endo H digestion The immunoprecipitates were analyzed

by SDS ⁄ PAGE (nonreducing) ⁄ fluorography.

Trang 7

efficiently converted to the 160 kDa form, although a

small proportion of it remained unprocessed even after

2 h of chase Thus we cannot exclude the possibility

that this missense mutation also affects acquisition of

the transport competence of TNSALP The

dimeri-zation of TNSALP(R433C) must occur at the ER, as

the 130 kDa form appeared immediately after the

pulse period (Fig 7A) Furthermore, the 130 kDa

disulfide-bonded TNSALP(R433C) was sensitive to

Endo H digestion (Fig 7B)

The disulfide bridge suppresses the catalytic

function of TNSALP(R433C)

The predominance of the dimer form of

TNS-ALP(R433C) in the Tet-On cells in response to

doxy-cycline allowed us to unambiguously evaluate the

enzyme activity of this disulfide-bonded TNSALP

(R433C) (Fig 8) The specific enzyme activity of the

cells expressing TNSALP(R433C) was only

one-twen-tieth of those expressing the wild-type enzyme Km(and

Vmax) values obtained by kinetic studies are: 0.45 mm

(6.75 lmolÆmin)1) for the wild-type and 0.66 mm

(0.34 lmolÆmin)1) for the disulfide-bonded TNSALP

(R433C) As the wild-type and TNSALP(R433C) in

Tet-On cells were comparable in their expression levels

as estimated by immunoblotting (Fig 9, lanes 1 and 2),

it is likely that the disulfide bond formation

substan-tially suppresses the catalytic efficiency of

TNS-ALP(R433C) without much affecting its substrate

binding

Figure 9 shows the effect of dithiothreitol on the biosynthesis of TNSALP(R433C) Dithiothreitol is a membrane-permeable reducing agent and is known to render the lumen of the ER unfavorable for oxida-tion of sulfhydryl groups on cysteine residues [18] The cells were incubated with doxycycline in the absence or presence of dithiothreitol for 12 h or

24 h A small but significant amount of the 80 kDa form of TNSALP(R433C) was found to appear in the cells only with dithiothreitol (Fig 9A, lanes 3 and 7) A concentration of 1 mm of dithiothreitol was optimal, and higher concentrations of dithiothrei-tol tended to inhibit the synthesis of TNSALP (R433C) induced by doxycycline Importantly, we detected an increase in the enzyme activity of the cells concomitantly with the appearance of the

80 kDa form (Fig 9B), suggesting that TNSALP (R433C) is capable of exhibiting its catalytic activity unless it is oxidized to form an interchain disulfide bond However, we failed to increase the enzyme activity of the cell homogenate prepared from Tet-On cells expressing TNSALP(R433C) by incubating them with dithiothreitol or 2-mercaptoethanol under var-ious conditions

0

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0

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0

0

1

0

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1

C 3 4 R T

W

Fig 8 Alkaline phosphatase activity in the Tet-On cells expressing

TNSALP(R433C) After the established Tet-On cells harboring a

plasmid encoding the wild-type or TNSALP(R433C) had been

cul-tured with 1 lgÆmL)1doxycycline for 24 h, the cells were

homo-genized and assayed for alkaline phosphatase and protein The

homogenates (5 lg each) were also used for immunoblotting

(Fig 9, lanes 1 and 2) Values are means of two independent

experiments.

Fig 9 Effects of dithiothreitol on the expression of TNS-ALP(R433C) After the established Tet-On cells harboring a plasmid encoding the wild-type (lane 1) or TNSALP (R433C) (lanes 2–9) had been cultured with 1 lgÆmL)1doxycycline for 12 h or 24 h in the presence of different concentrations of dithiothreitol (A), the cell homogenates (5 lg each) were used for immunoblotting (nonreduc-ing) (B) The same cell homogenates as described in (A) were investigated for alkaline phosphatase activity The open bar and closed bar represent 24 h or 12 h of incubation with dithiothreitol, respectively Values are means of two experiments.

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Next, we compared protease susceptibility between

the wild-type and TNSALP(R433C) As shown in

Fig 10, the wild-type enzyme was largely resistant to

trypsin digestion at concentrations up to 50 lgÆmL)1,

whereas the mutant protein was found to be degraded

at higher concentrations of trypsin The same holds

true for proteinase K digestion The mutant protein

completely disappeared even at 0.5 lgÆmL)1 (lane 7),

but not the wild-type (lane 2) These results therefore

suggest that the interchain disulfide bond markedly

changes the tertiary structure of TNSALP such that

TNSALP(R433C) becomes more susceptible to the

proteases

An interchain disulfide bridge forms between

two cysteines at position 433

Human TNSALPs have five cysteine residues (C102,

C122, C184, C472 and C480) per subunit, and their

positions are well conserved among four isoenzymes

[3,19] C122 and C472 are thought to bond to C184

and C480 in the same subunit, respectively, whereas

C102 is in a free state, raising the possibility that

C102 is involved in the interchain disulfide bridge of

TNSALP(R433C) To address this question, we

replaced C102 with serine and expressed TNSALP

(C102S) in the COS-1 cells as shown in Fig 11

TNSALP(C102S) consists of the 66 kDa immature and

80 kDa mature forms, and showed a similar specific

enzyme activity to that of the wild-type Also, a

TNS-ALP double mutant (C102S⁄ R433C) was found to be

indistinguishable from TNSALP(R433C) as assessed

by immunoblotting, as shown in Fig 11A (lanes 7 and 8), suggesting that a disulfide bond forms between C433 residues on two subunits of TNSALP(R433C)

Discussion

Hypophosphatasia and TNSALP mutants Inorganic pyrophosphate is believed to play a pivotal role in bone matrix mineralization [20,21] At lower concentrations (0.01–0.1 mm), pyrophosphate enhances mineralization, whereas it inhibits the formation of hydroxyapatite at concentrations higher than 1 mm TNSALP is thought to promote mineralization by hydrolyzing pyrophosphate into phosphate Fine regu-lation of pyrophosphate levels at the site of mineral-ization also requires at least two other proteins: nucleoside triphosphate pyrophosphatase phospho-diesterase (or PC-1), which generates pyrophosphate from nucleoside triphosphate, and a channel protein ANK (ankylosis), which mediates transport of pyro-phosphate across the plasma membrane of osteoblasts [3,22,23]

Various mutations in the TNSALP gene cause a her-editary disease known as hypophosphatasia, which is characterized by defective osteogenesis, unequivocally pointing to the physiologic relevance of the enzyme in biomineralization [4,5,7] In support of this, relevant knock-out mice develop rickets and osteomalacia, thus recapitulating infantile hypophosphatasia [24–26] In TNSALP-deficient mice, the initiation of mineral crystallization occurs within matrix vesicles; however,

2 1 0

9 8 7 6 5 4 3 2

C 3 4 R d-type

l w C

3 4 R d-type

l w

n i s p y r

a D k 0

a D k 0 1

Fig 10 Protease sensitivity After the established Tet-On cells harboring a plasmid encoding the wild-type or TNSALP(R433C) had been cul-tured with 1 lgÆmL)1doxycycline for 24 h, the cells were homogenized in 10 m M Tris ⁄ HCl (pH 8.0), using a sonicator The homogenates were incubated with trypsin or proteinase K in an ice ⁄ water bath for 30 min at the indicated concentrations For trypsin, the final concentra-tions were (lg ⁄ mL): lanes 1 and 6, 0; lanes 2 and 7, 5; lanes 3 and 8, 10; lanes 4 and 9, 20; lanes 5 and 10, 50 For proteinase K, the final concentrations were (lg ⁄ mL): lanes 1 and 6, 0; lanes 2 and 7, 0.5; lanes 3 and 8, 1.0; lanes 4 and 9, 5.0; lanes 5 and 10, 10 Lanes 1–5 and lanes 6–10 were analyzed by SDS ⁄ PAGE in the presence or absence of 2-mercaptoethanol, respectively.

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the subsequent proliferation and growth stage of

min-eralization is severely impaired, leading to an increase

in noncalcified bone matrix (osteoid) [27], consistent

with what is seen in hypophosphatasia patients [28]

Hypophosphatasia patients show wide-ranging clinical

manifestations, from stillbirth with an almost

unminer-alized skeleton to premature loss of deciduous teeth in

childhood and pseudofracture first presenting in adult

life [1,2] The symptoms of hypophosphatasia are well

known to correlate with the residual enzyme activities

of affected patients [1,2,6,7] During the course of our

studies on the biosynthesis of several TNSALP

mutants, we found that the missense mutations

associ-ated with severe hypophosphatasia variously affect the

efficiency with which TNSALP properly folds and

cor-rectly assembles, depending upon the position of a

missense mutation and the nature of a substituted

amino acid For example, TNSALP(A162T), found in

a homozygous patient diagnosed with a lethal infantile

form of hypophosphatasia [4], mainly formed a high

molecular mass aggregate in the ER, and only a small

proportion of newly synthesized TNSALP(A162T)

reached its site of action, the cell surface [9,10]

Conse-quently, the cell surface expression of this TNSALP

mutant is much reduced compared with that of the

wild-type More TNSALP(D277A) was found to gain

access to the cell surface than TNSALP(A162T),

albeit with a significant population in the ER [10]

Alternatively, TNSALP(R54C), TNSALP(N153D),

TNSALP(E218G), TNSALP(D289V) and TNSALP

(G317D) never appeared on the plasma membrane

[9–13] Interestingly, a recent study has shown that

alkaline phosphatase acquires Zn2+, which is indis-pensable for its catalytic activity, in the Golgi apparatus on its way to the plasma membrane [29] This leads to the speculation that TNSALP mutants, which are retained in the ER due to a folding defect, not only fail to appear on the cell surface, but also are not able to acquire Zn2+ Consistent with this, the TNSALP mutants with defective ER-to-Golgi transport did not show measurable alkaline phospha-tase activity when being expressed in COS-1 cells [10–13]

TNSALP(R433C) becomes cross-linked via

a disulfide bridge Mammalian alkaline phosphatases have five cysteine residues per subunit, and their positions are well con-served [3,19,30] C102 is believed to be present only

in a free state, whereas C122 and C472 bind to C184 and C480, respectively, in the same subunit Both TNSALP(C184Y) and TNSALP(C472S) have been reported in perinatal hypophosphatasia patients [15,31], implying that the two interchain disulfide bonds are necessary for the correct folding and assembly of TNSALP TNSALP(R433C) was repor-ted in homozygous patients diagnosed with lethal infantile hypophosphatasia [16,32] In contrast to the TNSALP mutants showing various degrees of folding defect, TNSALP(R433C) did not form a high molecu-lar mass aggregate Instead, it formed a covalently cross-linked homodimer, as evidenced by sucrose den-sity gradient centrifugation (Fig 6) As replacement

reducing

6000

5000

4000

160 kDa

80 kDa

vity (U/mg protein) 3000 2000

1000

0

WT C102S R433C C102S/R433C

Fig 11 Expression of a TNSALP double mutant (C102S ⁄ R433C) in COS-1 cells COS-1 cells expressing wild-type enzyme (lanes 1 and 5), TNSALP(C102S) (lanes 2 and 6), TNSALP(R433C) (lanes 3 and 7) or TNSALP(C102S ⁄ R433C) (lanes 4 and 8) were homogenized The homo-genates were analyzed by SDS ⁄ PAGE under reducing or nonreducing conditions, and this was followed by immunoblotting with anti-TNSALP (A) or assayed for alkaline phosphatase (B).

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of C102 with serine did not affect the cross-linking of

TNSALP(R433C) (Fig 11), this result strongly

indi-cates that a sulfhydryl group on the cysteine residue

at position 433 of one subunit is oxidized to bond to

the counterpart of the other subunit This covalent

cross-linkage of TNSALP(R433C) occurs in an early

stage of the secretory pathway, as the cross-linked

molecular species appeared in the cell immediately

after a pulse-labeling period, and besides this, the

130 kDa form was sensitive to Endo H digestion

Also, the results of the pulse-chase experiments

suggest that most newly synthesized TNSALP(R433C)

migrated from the ER to the Golgi apparatus at a

similar rate to the wild-type enzyme (Fig 7) The cell

surface appearance of TNSALP(R433C) was shown

by immunofluorescence microscopy and PI-PLC

digestion (Fig 5), indicating that TNSALP(R433C)

resides on the cell surface as a GPI-anchored

ecto-enzyme, like the wild-type Thus, it is likely that the

cross-linkage between the subunits did not greatly

affect the biosynthesis and intracellular transport of

this mutant protein However, the intersubunit

cross-linkage did severely affect the catalytic activity of

TNSALP(R433C) This is based on the findings in

Tet-On cells, which predominantly express the

cross-linked form of TNSALP(R433C) in response to

doxy-cycline Considering that the expression levels of

TNSALP(R433C) and the wild-type in each Tet-On

cell line are very similar (Fig 9A), comparison of Km

and Vmax values suggests that the catalytic efficiency

of the mutant protein is dramatically reduced

com-pared with that of the wild-type Increased

suscepti-bility of TNSALP(R433C) to proteases supports the

notion that the disulfide bridge has a profound effect

on the structure of TNSALP (Fig 10) The effects of

substitution of R433 either with alanine or aspartate

on the catalytic properties of TNSALP were reported

by Kozlenkov et al [33] Both TNSALP(R433A) and

TNSALP(R433D) showed a noticeable decrease in

kcat with a moderate increase in Km One might argue

that the substitution of arginine with cysteine itself,

but not the disulfide bridge, decreases the catalytic

activity of TNSALP(R433C) However, this is

unli-kely, for the following reasons: first, the COS-1 cells,

which express both noncross-linked and cross-linked

TNSALP(R433C), showed considerable enzyme

acti-vity (Fig 3) Second, when the Tet-On (R433C) cells

were cultured in the presence of doxycycline and

di-thiothreitol, a significant amount of TNSALP(R433C)

failed to become cross-linked, and concomitantly we

detected an increase in enzyme activity in the cell

homogenates Taken together, these facts suggest that

the diminished catalytic function of TNSALP(R433C)

due to its disulfide-bonded linkage is a likely cause for the lethal hypophosphatasia resulting from the homozygous presence of this mutation To our know-ledge, this is the first TNSALP missense mutation associated with severe hypophosphatasia that abro-gates the catalytic activity of TNSALP without signi-ficantly affecting its cell surface expression

TNSALP(R433H) was reported in a compound heterozygote (R433H⁄ D389G) diagnosed with a mild form of hypophosphatasia [15] Therefore, it is reason-able to assume that TNSALP(R433H) does not have a severe effect, unlike TNSALP(R433C) Also, as the substitution of arginine with histidine is a conservative replacement, it was expected that this mutation would not much affect TNSALP activity When expressed in COS-1 cells, TNSALP(R433H) showed enzyme activity comparable to that of the wild-type Also, its biosyn-thesis and cell surface appearance were not measurably disturbed (Figs 1–3), further highlighting the clinical importance of the substitution of arginine at position

433 with cysteine

Experimental procedures

Materials

chemiluminescence western blotting detection reagent, per-oxidase-conjugated donkey anti-(rabbit IgG) and protein A–Sepharose CL-4B were obtained from Amersham Phar-macia Biotech (Arlington Heights, IL); the pALTER-MAX,

obtained from Promega (Madison, WI); the QuikChange II Site-Directed Mutagenesis kit was obtained from Stratagene (La Jolla, CA); G418 and pansorbin were obtained from Calbiochem (La Jolla CA); Lipofectamine Plus Reagent was obtained from Invitrogen (Carlsbad, CA); PI-PLC was obtained from BIOMOL International, L.P (Plymouth Meeting, PA); aprotinin, doxycycline and saponin (Quillaja

ketone-treated bovine pancreas trypsin were obtained from Sigma Chemical Co (St Louis, MO); proteinase K was obtained from Roche Diagnotics (London, UK); antipain, chymostatin, elastatinal, leupeptin and pepstatin A were obtained from the Protein Research Foundation (Osaka, Japan); hygromycin B and p-amidinophenylmethanesulfonyl fluoride were obtained from Wako Pure Chemicals (Tokyo, Japan); and serum against recombinant human TNSALP was raised in rabbits as described previously [34] pTRE2 and the BD CHO-K1 Tet-On cell line and Tet system approved fetal bovine serum were obtaied from BD Biosciences Clontech (Palo Alto, CA)

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