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Volumn 287, Issue 47, 2012, Pages 40021-40030

Metabolic inhibition of sialyl-Lewis X biosynthesis by 5-thiofucose remodels the cell surface and impairs selectin-mediated cell adhesion

Author keywords

[No Author keywords available]

Indexed keywords

ADHESION MOLECULES; ADHESIVE PROPERTIES; CANCER CELLS; CELL SURFACES; CELL-ADHESION PROTEINS; DONOR SUBSTRATES; GENERAL APPROACH; GLYCOSYL TRANSFERASE; GLYCOSYLTRANSFERASES; HEPG2 CELLS; HUMAN ENDOTHELIAL CELLS; MICROMOLAR RANGE; SELECTINS; SUGAR NUCLEOTIDES; TETRASACCHARIDES;

EID: 84869234450     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M112.403568     Document Type: Article
Times cited : (43)

References (52)
  • 11
    • 0027210907 scopus 로고
    • Association of expression of blood group-related carbohydrate antigens with prognosis in breast cancer
    • Narita, T., Funahashi, H., Satoh, Y., Watanabe, T., Sakamoto, J., and Takagi, H. (1993) Association of expression of blood group-related carbohydrate antigens with prognosis in breast cancer. Cancer 71, 3044-3053 (Pubitemid 23145537)
    • (1993) Cancer , vol.71 , Issue.10 , pp. 3044-3053
    • Narita, T.1    Funahashi, H.2    Satoh, Y.3    Watanabe, T.4    Sakamoto, J.5    Takagi, H.6
  • 12
    • 0032499018 scopus 로고    scopus 로고
    • X glycomimetics as selectin antagonists
    • X glycomimetics as selectin antagonists. Tetrahedron 54, 3765-3780
    • (1998) Tetrahedron , vol.54 , pp. 3765-3780
    • Kretzschmar, G.1
  • 13
    • 0022445051 scopus 로고
    • Effects of swainsonine and polyinosinic. Polycytidylic acid on murine tumor cell growth and metastasis
    • Dennis, J. W. (1986) Effects of swainsonine and polyinosinic. Polycytidylic acid on murine tumor cell growth and metastasis. Cancer Res. 46, 5131-5136
    • (1986) Cancer Res. , vol.46 , pp. 5131-5136
    • Dennis, J.W.1
  • 14
    • 0038615922 scopus 로고    scopus 로고
    • A disaccharide precursor of sialyl Lewis X inhibits metastatic potential of tumor cells
    • Fuster, M. M., Brown, J. R., Wang, L., and Esko, J. D. (2003) A disaccharide precursor of sialyl Lewis X inhibits metastatic potential of tumor cells. Cancer Res. 63, 2775-2781 (Pubitemid 36667148)
    • (2003) Cancer Research , vol.63 , Issue.11 , pp. 2775-2781
    • Fuster, M.M.1    Brown, J.R.2    Wang, L.3    Esko, J.D.4
  • 16
    • 77949514632 scopus 로고    scopus 로고
    • Fluorinated per-acetylated GalNAc metabolically alters glycan structures on leukocyte PSGL-1 and reduces cell binding to selectins
    • Marathe, D. D., Buffone, A., Jr., Chandrasekaran, E. V., Xue, J., Locke, R. D., Nasirikenari, M., Lau, J. T., Matta, K. L., and Neelamegham, S. (2010) Fluorinated per-acetylated GalNAc metabolically alters glycan structures on leukocyte PSGL-1 and reduces cell binding to selectins. Blood 115, 1303-1312
    • (2010) Blood , vol.115 , pp. 1303-1312
    • Marathe, D.D.1    Buffone Jr., A.2    Chandrasekaran, E.V.3    Xue, J.4    Locke, R.D.5    Nasirikenari, M.6    Lau, J.T.7    Matta, K.L.8    Neelamegham, S.9
  • 23
    • 53049088661 scopus 로고    scopus 로고
    • Analysis of glycosyltransferase expression in metastatic prostate cancer cells capable of rolling activity on microvascular endothelial (E)-selectin
    • Barthel, S. R., Gavino, J. D., Wiese, G. K., Jaynes, J. M., Siddiqui, J., and Dimitroff, C. J. (2008) Analysis of glycosyltransferase expression in metastatic prostate cancer cells capable of rolling activity on microvascular endothelial (E)-selectin. Glycobiology 18, 806-817
    • (2008) Glycobiology , vol.18 , pp. 806-817
    • Barthel, S.R.1    Gavino, J.D.2    Wiese, G.K.3    Jaynes, J.M.4    Siddiqui, J.5    Dimitroff, C.J.6
  • 24
    • 0032822525 scopus 로고    scopus 로고
    • Up-regulation of Lewis enzyme (Fuc-TIII) and plasma-type α1,3fucosyltransferase (Fuc-TVI) expression determines the augmented expression of sialyl Lewis X antigen in non-small cell lung cancer
    • DOI 10.1002/(SICI)1097-0215(19990924)83:1<70::AID-IJC14>3.0.CO;2-K
    • Togayachi, A., Kudo, T., Ikehara, Y., Iwasaki, H., Nishihara, S., Andoh, T., Higashiyama, M., Kodama, K., Nakamori, S., and Narimatsu, H. (1999) Up-regulation of Lewis enzyme (Fuc-TIII) and plasma-type α1, 3Fucosyltransferase (Fuc-TVI) expression determines the augmented expression of sialyl LewisX antigen in non-small cell lung cancer. Int. J. Cancer 83, 70-79 (Pubitemid 29409480)
    • (1999) International Journal of Cancer , vol.83 , Issue.1 , pp. 70-79
    • Togayachi, A.1    Kudo, T.2    Ikehara, Y.3    Iwasaki, H.4    Nishihara, S.5    Andoh, T.6    Higashiyama, M.7    Kodama, K.8    Nakamori, S.9    Narimatsu, H.10
  • 27
    • 0033559260 scopus 로고    scopus 로고
    • X oligosaccharides in tumor metastasis and rejection by natural killer cells
    • X oligosaccharides in tumor metastasis and rejection by natural killer cells. EMBO J. 18, 1516-1525
    • (1999) EMBO J. , vol.18 , pp. 1516-1525
    • Ohyama, C.1    Tsuboi, S.2    Fukuda, M.3
  • 28
    • 0034027333 scopus 로고    scopus 로고
    • Transfection of α(1,3)fucosyltransferase antisense sequences impairs the proliferative and tumorigenic ability of human colon carcinoma cells
    • DOI 10.1002/(SICI)1098-2744(200004)27:4<280::AID-MC6>3.0.CO;2-L
    • Hiller, K. M., Mayben, J. P., Bendt, K. M., Manousos, G. A., Senger, K., Cameron, H. S., et al. (2000) Transfection of α(1,3)fucosyltransferase antisense sequences impairs the proliferative and tumorigenic ability of human colon carcinoma cells. Mol. Carcinogenesis 27, 280-288 (Pubitemid 30191998)
    • (2000) Molecular Carcinogenesis , vol.27 , Issue.4 , pp. 280-288
    • Hiller, K.M.1    Mayben, J.P.2    Bendt, K.M.3    Manousos, G.A.4    Senger, K.5    Cameron, H.S.6    Weston, B.W.7
  • 29
    • 0033135594 scopus 로고    scopus 로고
    • Expression of human α(1,3)fucosyltransferase antisense sequences inhibits selectin-mediated adhesion and liver metastasis of colon carcinoma cells
    • Weston, B. W., Hiller, K. M., Mayben, J. P., Manousos, G. A., Bendt, K. M., Liu, R., Cusack, J. C., Jr. (1999) Expression of human α(1,3) fucosyltransferase antisense sequences inhibits selectin-mediated adhesion and liver metastasis of colon carcinoma cells. Cancer Res. 59, 2127-2135 (Pubitemid 29217676)
    • (1999) Cancer Research , vol.59 , Issue.9 , pp. 2127-2135
    • Weston, B.W.1    Hiller, K.M.2    Mayben, J.P.3    Manousos, G.A.4    Bendt, K.M.5    Liu, R.6    Cusack Jr., J.C.7
  • 30
    • 1642493653 scopus 로고    scopus 로고
    • Inhibition kinetics of carba- and C-fucosyl analogues of GDP-fucose against fucosyltransferase V: Implication for the reaction mechanism
    • DOI 10.1016/j.bmcl.2003.12.003
    • Norris, A. J., Whitelegge, J. P., Strouse, M. J., Faull, K. F., and Toyokuni, T. (2004) Inhibition kinetics of carba- and C-fucosyl analogues of GDP-fucose against fucosyltransferase V. Implication for the reaction mechanism. Bioorg. Med. Chem. Lett. 14, 571-573 (Pubitemid 38114830)
    • (2004) Bioorganic and Medicinal Chemistry Letters , vol.14 , Issue.3 , pp. 571-573
    • Norris, A.J.1    Whitelegge, J.P.2    Strouse, M.J.3    Faull, K.F.4    Toyokuni, T.5
  • 33
    • 0042074675 scopus 로고    scopus 로고
    • Synthesis of GDP-5-thiosugars and their use as glycosyl donor substrates for glycosyltransferases
    • DOI 10.1021/jo0300035
    • Tsuruta, O., Yuasa, H., Hashimoto, H., Sujino, K., Otter, A., Li, H., and Palcic, M. M. (2003) Synthesis of GDP-5-thiosugars and their use as glycosyl donor substrates for glycosyltransferases. J. Org. Chem. 68, 6400-6406 (Pubitemid 36961030)
    • (2003) Journal of Organic Chemistry , vol.68 , Issue.16 , pp. 6400-6406
    • Tsuruta, O.1    Yuasa, H.2    Hashimoto, H.3    Sujino, K.4    Otter, A.5    Li, H.6    Palcic, M.M.7
  • 34
    • 0025167326 scopus 로고
    • Synthesis of 5-thio-L-fucose and its inhibitory effect on fucosidase
    • Hashimoto, H., Fujimori, T., and Yuasa, H. (1990) Synthesis of 5-thio-L-fucose and its inhibitory effect on fucosidase. J. Carb. Chem. 9, 683-694 (Pubitemid 20334302)
    • (1990) Journal of Carbohydrate Chemistry , vol.9 , Issue.5 , pp. 683-694
    • Hashimoto, H.1    Fujimori, T.2    Yuasa, H.3
  • 35
    • 15244340417 scopus 로고    scopus 로고
    • Human symbionts use a host-like pathway for surface fucosylation
    • DOI 10.1126/science.1106469
    • Coyne, M. J., Reinap, B., Lee, M. M., and Comstock, L. E. (2005) Human symbionts use a host-like pathway for surface fucosylation. Science 307, 1778-1781 (Pubitemid 40388619)
    • (2005) Science , vol.307 , Issue.5716 , pp. 1778-1781
    • Coyne, M.J.1    Reinap, B.2    Lee, M.M.3    Comstock, L.E.4
  • 36
    • 77949476863 scopus 로고    scopus 로고
    • Enzymatic route to preparative-scale synthesis of UDP-GlcNAc/GalNAc, their analogues and GDP-fucose
    • Zhao, G., Guan, W., Cai, L., and Wang, P. G. (2010) Enzymatic route to preparative-scale synthesis of UDP-GlcNAc/GalNAc, their analogues and GDP-fucose. Nat. Protoc. 5, 636-646
    • (2010) Nat. Protoc. , vol.5 , pp. 636-646
    • Zhao, G.1    Guan, W.2    Cai, L.3    Wang, P.G.4
  • 37
    • 84856583148 scopus 로고    scopus 로고
    • 5-Thiomannosides block the biosynthesis of dolichol-linked oligosaccharides and mimic class i congenital disorders of glycosylation
    • Zandberg, W. F., Gao, N., Kumarasamy, J., Lehrman, M. A., Seidah, N. G., and Pinto, B. M. (2012) 5-Thiomannosides block the biosynthesis of dolichol-linked oligosaccharides and mimic class I congenital disorders of glycosylation. Chem. Biochem. 13, 392-401
    • (2012) Chem. Biochem. , vol.13 , pp. 392-401
    • Zandberg, W.F.1    Gao, N.2    Kumarasamy, J.3    Lehrman, M.A.4    Seidah, N.G.5    Pinto, B.M.6
  • 40
    • 0029664404 scopus 로고    scopus 로고
    • 1,3-L-Fucosyltransferase expression in developing human myeloid cells
    • Clarke, J. L., and Watkins, W. (1996) 1,3-L-Fucosyltransferase expression in developing human myeloid cells. J. Biol. Chem. 271, 10317-10328
    • (1996) J. Biol. Chem. , vol.271 , pp. 10317-10328
    • Clarke, J.L.1    Watkins, W.2
  • 41
    • 79251605755 scopus 로고    scopus 로고
    • X glycoproteins are E-selectin ligands that regulate invasion of human colon and hepatic carcinoma cells
    • X glycoproteins are E-selectin ligands that regulate invasion of human colon and hepatic carcinoma cells. PLoS ONE 6, e16281
    • (2011) PLoS ONE , vol.6
    • St Hill, C.A.1    Baharo-Hassan, D.2    Farooqui, M.3
  • 45
    • 0021893594 scopus 로고
    • Fractionation of L-fructose-containing oligosaccharides on immobilized Aleuria aurantia lectin
    • Yamashita, K., Kochibe, N., Ohkura, T., Ueda, I., and Kobata, A. (1985) Fractionation of L-fucose-containing oligosaccharides on immobilized Aleuria aurantia lectin. J. Biol. Chem. 260, 4688-4693 (Pubitemid 15034604)
    • (1985) Journal of Biological Chemistry , vol.260 , Issue.8 , pp. 4688-4693
    • Yamashita, K.1    Kochibe, N.2    Ohkura, T.3
  • 46
    • 0029621862 scopus 로고
    • Purification, properties and possible gene assignment of an α1,3-fucosyltransferase expressed in human liver
    • DOI 10.1007/BF00731250
    • Johnson, P., Donald, A., Clarke, J., and Watkins, W. (1995) Purification, properties and possible gene assignment of an α1,3-fucosyltransferase expressed in human liver. Glycoconj. J. 12, 879-893 (Pubitemid 26018884)
    • (1995) Glycoconjugate Journal , vol.12 , Issue.6 , pp. 879-893
    • Johnson, P.H.1    Donald, A.S.R.2    Clarke, J.L.3    Watkins, W.M.4
  • 47
    • 0029769734 scopus 로고    scopus 로고
    • Elevation of an α(1,3)fucosyltransferase activity correlated with apoptosis in the human colon adenocarcinoma cell line, HT-29
    • Akamatsu, S., Yazawa, S., Zenita, K., Matsumoto, H., Tachikawa, T., and Kannagi, R. (1996) Elevation of an α(1,3) fucosyltransferase activity correlated with apoptosis in the human colon adenocarcinoma cell line, HT-29. Glycoconj. J. 13, 1021-1029 (Pubitemid 26421847)
    • (1996) Glycoconjugate Journal , vol.13 , Issue.6 , pp. 1021-1029
    • Akamatsu, S.1    Yazawa, S.2    Zenita, K.3    Matsumoto, H.4    Tachikawa, T.5    Kannagi, R.6
  • 48
    • 56249093847 scopus 로고    scopus 로고
    • CD15 expression in human myeloid cell differentiation is regulated by sialidase activity
    • Gadhoum, S. Z., and Sackstein, R. (2008) CD15 expression in human myeloid cell differentiation is regulated by sialidase activity. Nat. Chem. Biol. 4, 751-757
    • (2008) Nat. Chem. Biol. , vol.4 , pp. 751-757
    • Gadhoum, S.Z.1    Sackstein, R.2
  • 50
    • 0028972506 scopus 로고
    • Synthesis and enzymic activity of novel glycosidase inhibitors containing sulfur and selenium
    • Mehta, S., Andrews, J. S., Svensson, B., and Pinto, B. M. (1995) Synthesis and enzymic activity of novel glycosidase inhibitors containing sulfur and selenium. J. Am. Chem. Soc. 117, 9783-9790
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9783-9790
    • Mehta, S.1    Andrews, J.S.2    Svensson, B.3    Pinto, B.M.4
  • 51
    • 0030811894 scopus 로고    scopus 로고
    • Carbohydrate-mediated cell adhesion involved in hematogenous metastasis of cancer
    • Kannagi, R. (1997) Carbohydrate-mediated cell adhesion involved in hematogenous metastasis of cancer. Glycoconj. J. 14, 577-584
    • (1997) Glycoconj. J. , vol.14 , pp. 577-584
    • Kannagi, R.1
  • 52
    • 0035165830 scopus 로고    scopus 로고
    • Discontinuation of fucose therapy in LADII causes rapid loss of selectin ligands and rise of leukocyte counts
    • DOI 10.1182/blood.V97.1.330
    • Lühn, K., Marquardt, T., Harms, E., and Vestweber, D. (2001) Discontinuation of fucose therapy in LADII causes rapid loss of selectin ligands and rise of leukocyte counts. Blood 97, 330-332 (Pubitemid 32061279)
    • (2001) Blood , vol.97 , Issue.1 , pp. 330-332
    • Luhn, K.1    Marquardt, T.2    Harms, E.3    Vestweber, D.4


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