Determination of Substrate Specificity of Sulfotransferases and Glycosyltransferases (Proteoglycans)

Methods in Enzymology

Volumn 416, Issue , 2006, Pages 225-243

  Habuchi, Hiroko ^a   Habuchi, Osami ^a   Uchimura, Kenji ^a   Kimata, Koji ^a   Muramatsu, Takashi ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

CHONDROITIN; GLYCOSYLTRANSFERASE; HEPARAN SULFATE; HEPARIN; N ACETYLGALACTOSAMINE; N ACETYLGLUCOSAMINE; NITROUS ACID; POLYSACCHARIDE; PROTEOGLYCAN; SULFOTRANSFERASE;

ANIMAL CELL; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME ASSAY; ENZYME DEGRADATION; ENZYME ISOLATION; ENZYME SPECIFICITY; ENZYME STRUCTURE; ENZYME SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; NONHUMAN; PRIORITY JOURNAL; REVIEW;

DEAMINATION; GLYCOSYLTRANSFERASES; HYDROLYSIS; NITROUS ACID; PROTEOGLYCANS; SUBSTRATE SPECIFICITY; SULFOTRANSFERASES;

EID: 33751017668     PISSN: 00766879     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0076-6879(06)16014-0     Document Type: Review

References (51)

1. Aikawa J., Grobe K., Tsujimoto M., and Esko J.D. Multiple isozymes of heparan sulfate/heparin GlcNAc N-deacetylase/GlcN N-sulfotransferase. Structure and activity of the fourth member, NDST4. J. Biol. Chem. 276 (2001) 5876-5882
2. Akama T.O., Nakayama J., Nishida K., Hiraoka N., Suzuki M., McAuliffe J., Hindsgaul O., Fukuda M., and Fukuda M.N. Human corneal GlcNAc 6-O-sulfotransferase and mouse intestinal GlcNAc 6-O-sulfotransferase both produce keratan sulfate. J. Biol. Chem. 276 (2001) 16271-16278
3. Akama T.O., Nakayama J., Nishida K., Watanabe H., Ozaki K., Nakamura T., Dota A., Kawasaki S., Inoue Y., Maeda N., Yamamoto S., Fujiwara T., Thonar E.J., Shimomura Y., Kinoshita S., Tanigami A., and Fukuda M.N. Macular corneal dystrophy type I and type II are caused by distinct mutations in a new sulphotransferase gene. Nat. Genet. 26 (2000) 237-241
4. Ashikari-Hada S., Habuchi H., Itoh N., Reddi A.H., and Kimata K. Characterization of growth factor-binding structures in heparin/heparan sulfate using an octasaccharide library. J. Biol. Chem. 279 (2004) 12346-12354
5. Chen J., Duncan M.B., Carrick K., Pope R.M., and Liu J. Biosynthesis of 3-O-sulfated heparan sulfate: Unique substrate specificity of heparan sulfate 3-O-sulfotransferase isoform 5. Glycobiology 13 (2003) 785-794
6. DeAngelis P.L., and Padgett-McCue A.J. Identification and molecular cloning of a chondroitin synthase from Pasteurella multocida type F. J. Biol. Chem. 24 (2000) 124-129 275
7. Eriksson I., Sandback D., Ek B., Lindahl U., and Kjellen L. cDNA cloning and sequencing of mouse mastocytoma glucosaminyl N-deacetylase/N-sulfotransferase, an enzyme involved in the biosynthesis of heparin. J. Biol. Chem. 269 (1994) 10438-10443
8. Fukuta M., Inazawa J., Torii T., Tsuzuki K., Shimada E., and Habuchi O. Molecular cloning and characterization of human keratan sulfate Gal-6-sulfotransferase. J. Biol. Chem. 272 (1997) 32321-32328
9. Fukuta M., Uchimura K., Nakashima K., Kato M., Kimata K., Shinomura T., and Habuchi O. Molecular cloning and expression of chick chondrocyte chondroitin 6-sulfotransferase. J. Biol. Chem. 270 (1995) 18575-18580
10. Habuchi H., Habuchi O., and Kimata K. Purification and characterization of heparan sulfate 6-sulfotransferase from the culture medium of chinese hamster ovary cells. J. Biol. Chem. 270 (1995) 4172-4179
11. Habuchi H., Kobayashi M., and Kimata K. Molecular characterization and expression of heparan-sulfate 6-sulfotransferase. Complete cDNA cloning in human and partial cloning in Chinese hamster ovary cells. J. Biol. Chem. 273 (1998) 9208-9213
12. Habuchi O., Matsui Y., Kotoya Y., Aoyama Y., Yasuda Y., and Noda M. Purification of chondroitin 6-sulfotransferase secreted from cultured chick embryo chondrocytes. J. Biol. Chem. 268 (1993) 21968-21974
13. Habuchi H., Miyake G., Nogami K., Kuroiwa A., Matsuda Y., Kusche-Gullberg M., Habuchi O., Tanaka M., and Kimata K. Biosynthesis of heparan sulphate with diverse structures and functions: Two alternatively spliced forms of human heparan sulphate 6-O-sulphotransferase-2 having different expression patterns and properties. Biochem. J. 371 (2003) 131-142
14. Habuchi H., Tanaka M., Habuchi O., Yoshida K., Suzuki H., Ban K., and Kimata K. The occurrence of three isoforms of heparan sulfate 6-O-sulfotransferase having different specificities for hexuronic acid adjacent to the targeted N-sulfoglucosamine. J. Biol. Chem. 275 (2000) 2859-2868
15. Hiraoka N., Nakagawa H., Ong E., Akama T.O., Fukuda M.N., and Fukuda M. Molecular cloning and expression of two distinct human chondroitin 4-O-sulfotransferases that belong to the HNK-1 sulfotransferase gene family. J. Biol. Chem. 275 (2000) 20188-20196
16. Holmborn K., Ledin J., Smeds E., Eriksson I., Kusche-Gullberg M., and Kjellen L. Heparan sulfate synthesized by mouse embryonic stem cells deficient in NDST1 and NDST2 is 6-O-sulfated but contains no N-sulfate groups. J. Biol. Chem. 279 (2004) 42355-42358
17. Ito Y., and Habuchi O. Purification and characterization of N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase from the squid cartilage. J. Biol. Chem. 275 (2000) 34728-34736
18. Jemth P., Smeds E., Do A.T., Habuchi H., Kimata K., Lindahl U., and Kusche-Gullberg M. Oligosaccharide library-based assessment of heparan sulfate 6-O-sulfotransferase substrate specificity. J. Biol. Chem. 278 (2003) 24371-24376
19. Kadomatsu K., Zhang H., Uchimura K., and Muramatsu T. N-acetylglucosamine-6-O-sulfotransferase-1 deficiency causes loss of keratan sulfate in the developing brain and injured brain. Glycobiology 14 (2004) 1065 (Abstract)
20. Kitagawa H., Uyama T., and Sugahara K. Molecular cloning and expression of a human chondroitin synthase. J. Biol. Chem. 276 (2001) 38721-38726
21. Kobayashi M., Habuchi H., Habuchi O., Saito M., and Kimata K. Purification and characterization of heparan sulfate 2-sulfotransferase from cultured chinese hamster ovary cells. J. Biol. Chem. 271 (1996) 7645-7653
22. Kobayashi M., Habuchi H., Yoneda M., Habuchi O., and Kimata K. Molecular cloning and expression of Chinese hamster ovary cell heparan-sulfate 2-sulfotransferase. J. Biol. Chem. 272 (1997) 13980-13985
23. Kobayashi M., Sugumaran G., Liu J., Shworak N.W., Silbert J.E., and Rosenberg R.D. Molecular cloning and characterization of a human uronyl 2-sulfotransferase that sulfates iduronyl and glucuronyl residues in dermatan/chondroitin sulfate. J. Biol. Chem. 274 (1999) 10474-10480
24. Kusche-Gullberg M., Eriksson I., Pikas D.S., and Kjellen L. Identification and expression in mouse of two heparan sulfate glucosaminyl N-deacetylase/N-sulfotransferase genes. J. Biol. Chem. 273 (1998) 11902-11907
25. Lee J.K., Bhakta S., Rosen S.D., and Hemmerich S. Cloning and characterization of a mammalian N-acetylglucosamine-6-sulfotransferase that is highly restricted to intestinal tissue. Biochem. Biophys. Res. Commun. 263 (2000) 543-549
26. Li J., Hagner-McWhirter A., Kjellen L., Palgi J., Jalkanen M., and Lindahl U. Biosynthesis of heparin/heparan sulfate. cDNA cloning and expression of D-glucuronyl C5-epimerase from bovine lung. J. Biol. Chem. 272 (1997) 28158-28163
27. Lind T., Tufaro F., McCormick C., Lindahl U., and Lidholt K. The putative tumor suppressors EXT1 and EXT2 are glycosyltransferases required for the biosynthesis of heparan sulfate. J. Biol. Chem. 273 (1998) 26265-26268
28. Liu J., Shriver Z., Blaiklock P., Yoshida K., Sasisekharan R., and Rosenberg R.D. Heparan sulfate D-glucosaminyl 3-O-sulfotransferase-3A sulfates N-unsubstituted glucosamine residues. J. Biol. Chem. 274 (1999) 38155-38162
29. Liu J., Shworak N.W., Sinay P., Schwartz J.J., Zhang L., Fritze L.M., and Rosenberg R.D. Expression of heparan sulfate D-glucosaminyl 3-O-sulfotransferase isoforms reveals novel substrate specificities. J. Biol. Chem. 274 (1999) 5185-5192
30. McCormick C., Duncan G., Goutsos K.T., and Tufaro F. The putative tumor suppressors EXT1 and EXT2 form a stable complex that accumulates in the Golgi apparatus and catalyzes the synthesis of heparan sulfate. Proc. Natl. Acad. Sci. USA 97 (2000) 668-673
31. McCormick C., Leduc Y., Martindale D., Mattison K., Esford L.E., Dyer A.P., et al. The putative tumour suppressor EXT1 alters the expression of cell-surface heparan sulfate. Nat. Genet. 19 (1998) 158-161
32. Mikami T., Mizumoto S., Kago N., Kitagawa H., and Sugahara K. Specificities of three distinct human chondroitin/dermatan N-acetylgalactosamine 4-O-sulfotransferases demonstrated using partially desulfated dermatan sulfate as an acceptor: Implication of differential roles in dermatan sulfate biosynthesis. J. Biol. Chem. 278 (2003) 36115-36127
33. Mochizuki H., Yoshida K., Gotoh M., Sugioka S., Kikuchi N., Kwon Y.D., Tawada A., Maeyama K., Inaba N., Hiruma T., Kimata K., and Narimatsu H. Characterization of a heparan sulfate 3-O-sulfotransferase-5, an enzyme synthesizing a tetrasulfated disaccharide. J. Biol. Chem. 278 (2003) 26780-26787
34. Nogami K., Suzuki H., Habuchi H., Ishiguro N., Iwata H., and Kimata K. Distinctive expression patterns of heparan sulfate O-sulfotransferases and regional differences in heparan sulfate structure in chick limb buds. J. Biol. Chem. 279 (2004) 8219-8229
35. Ohtake S., Ito Y., Fukuta M., and Habuchi O. Human N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase cDNA is related to human B cell recombination activating gene-associated gene. J. Biol. Chem. 276 (2001) 43894-43900
36. Ohtake S., Kimata K., and Habuchi O. A unique nonreducing terminal modification of chondroitin sulfate by N-acetylgalactosamine 4-sulfate 6-O-sulfotransferase. J. Biol. Chem. 278 (2003) 38443-38452
37. Rong J., Habuchi H., Kimata K., Lindahl U., and Kusche-Gullberg M. Expression of heparan sulphate L-iduronyl 2-O-sulphotransferase in human kidney 293 cells results in increased D-glucuronyl 2-O-sulphation. Biochem. J. 346 (2000) 463-468
38. Seko A., Dohmae N., Takio K., and Yamashita K. β1,4-galactosyltransferase (β4GalT)-IV is specific for GlcNAc 6-O-sulfate. β4GalT-IV acts on keratan sulfate-related glycans and a precursor glycan of 6-sulfosialyl-Lewis X. J. Biol. Chem. 278 (2003) 9150-9158
39. Seko A., and Yamashita K. β1,3-N-acetylglucosaminyltransferase-7 (β3Gn-T7) acts efficiently on keratan sulfate-related glycans. FEBS Lett. 556 (2004) 216-220
40. Shively J.E., and Conrad H.E. Formation of anhydrosugars in the chemical depolymerization of heparin. Biochemistry 15 (1976) 3932-3942
41. Shworak N.W., Liu J., Fritze L.M., Schwartz J.J., Zhang L., Logeart D., and Rosenberg R.D. Molecular cloning and expression of mouse and human cDNAs encoding heparan sulfate D-glucosaminyl 3-O-sulfotransferase. J. Biol. Chem. 272 (1997) 28008-28019
42. Smeds E., Habuchi H., Do A.T., Hjertson E., Grundberg H., Kimata K., Lindahl U., and Kusche-Gullberg M. Substrate specificities of mouse heparan sulphate glucosaminyl 6-O-sulphotransferases. Biochem. J. 372 (2003) 371-380
43. Uchimura K., El-Fasakhany F.M., Hori M., Hemmerich S., Blink S.E., Kansas G.S., Kanamori A., Kumamoto K., Kannagi R., and Muramatsu T. Specificities of N-acetylglucosamine-6-O-sulfotransferases in relation to L-selectin ligand synthesis and tumor-associated enzyme expression. J. Biol. Chem. 277 (2002) 3979-3984
44. Uchimura K., Fasakhany F., Kadomatsu K., Matsukawa T., Yamakawa T., Kurosawa N., and Muramatsu T. Diversity of N-acetylglucosamine-6-O-sulfotransferases: Molecular cloning of a novel enzyme with different distribution and specificities. Biochem. Biophys. Res. Commun. 274 (2000) 291-296
45. Uchimura K., Kadomatsu K., El-Fasakhany F.M., Singer M.S., Izawa M., Kannagi R., Takeda N., Rosen S.D., and Muramatsu T. N-acetylglucosamine 6-O-sulfotransferase-1 regulates expression of L-selectin ligands and lymphocyte homing. J Biol. Chem. 279 (2004) 35001-35008
46. Uchimura K., Muramatsu H., Kadomatsu K., Fan Q.W., Kurosawa N., Mitsuoka C., Kannagi R., Habuchi O., and Muramatsu T. Molecular cloning and characterization of an N-acetylglucosamine-6-O-sulfotransferase. J. Biol. Chem. 273 (1998) 22577-22583
47. Yada T., Gotoh M., Sato T., Shionyu M., Go M., Kaseyama H., Iwasaki H., Kikuchi N., Kwon Y.D., Togayachi A., Kudo T., Watanabe H., Narimatsu H., and Kimata K. Chondroitin sulfate synthase-2. Molecular cloning and characterization of a novel human glycosyltransferase homologous to chondroitin sulfate glucuronyltransferase, which has dual enzymatic activities. J. Biol. Chem. 278 (2003) 30235-30247
48. Yada T., Sato T., Kaseyama H., Gotoh M., Iwasaki H., Kikuchi N., Kwon Y.D., Togayachi A., Kudo T., Watanabe H., Narimatsu H., and Kimata K. Chondroitin sulfate synthase-3. Molecular cloning and characterization. J. Biol. Chem. 278 (2003) 39711-39725
49. Yamada T., Ohtake S., Sato M., and Habuchi O. Chondroitin 4-sulphotransferase-1 and chondroitin 6-sulphotransferase-1 are affected differently by uronic acid residues neighboring the acceptor GalNAc residues. Biochem. J. 384 (2004) 567-575
50. Yamauchi S., Hirahara Y., Usui H., Takeda Y., Hoshino M., Fukuta M., Kimura J.H., and Habuchi O. Purification and characterization of chondroitin 4-sulfotransferase from the culture medium of a rat chondrosarcoma cell line. J. Biol. Chem. 274 (1999) 2456-2463
51. Yamauchi S., Mita S., Matsubara T., Fukuta M., Habuchi H., Kimata K., and Habuchi O. Molecular cloning and expression of chondroitin 4-sulfotransferase. J. Biol. Chem. 275 (2000) 8975-8981