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Volumn 21, Issue 3, 2002, Pages 247-255

An efficient and straightforward synthesis of sialyl Lex glycolipid as a potent selectin blocker[1]

Author keywords

Glycolipid; Selectin; Sialyl Lewis X

Indexed keywords

2 (TETRADECYL)HEXADECANOL; 2 (TETRADECYL)HEXADECYL(5 ACETAMIDO 3,5 DIDEOXY DEXTRO GLYCERO ALPHA DEXTRO GALACTO 2 NONULOPYRANOSYLONIC ACID)(2-3)(BETA DEXTRO GALACTOPYRANOSYL)(1-4)[(ALPHA FUCOPYRANOSYL)(1-3)] 2 ACETAMIDO 2 DEOXY BETA DEXTRO GLUCOPYRANOSIDE; ALCOHOL DERIVATIVE; CARBOHYDRATE DERIVATIVE; CERAMIDE; GLYCOLIPID; N ACETYLGLUCOSAMINE; PHENYL 4 O ACETYL 6 O BENZYL 2 DEOXY 3 O (4 METHOXYBENZYL) 2 PHTHALIMIDO 1 THIO BETA DEXTRO GLUCOPYRANOSIDE; SELECTIN ANTAGONIST; SIALIC ACID DERIVATIVE; SIALYL ALPHA (2-3) GALACTOSE; TRISACCHARIDE; UNCLASSIFIED DRUG;

EID: 0036397383     PISSN: 07328303     EISSN: None     Source Type: Journal    
DOI: 10.1081/CAR-120004336     Document Type: Article
Times cited : (3)

References (21)
  • 2
    • 0029858031 scopus 로고    scopus 로고
    • Selectins and their ligands: Current concepts and controversies
    • Kansas, G.S. Selectins and their ligands: current concepts and controversies. Blood 1996, 88, 3259-3287.
    • (1996) Blood , vol.88 , pp. 3259-3287
    • Kansas, G.S.1
  • 3
    • 0029070815 scopus 로고
    • Leukocyte trafficking mediated by selectin-carbohydrate interactions
    • McEver, R.P.; Moore, K.L.; Cummings, R.D. Leukocyte trafficking mediated by selectin-carbohydrate interactions. J. Biol. Chem. 1995, 270, 11025-11028.
    • (1995) J. Biol. Chem. , vol.270 , pp. 11025-11028
    • McEver, R.P.1    Moore, K.L.2    Cummings, R.D.3
  • 4
    • 0030480250 scopus 로고    scopus 로고
    • Tumor malignancy defined by aberrant glycosylation and sphingo (glyco)lipid metabolism
    • Hakomori, S. Tumor malignancy defined by aberrant glycosylation and sphingo (glyco)lipid metabolism. Cancer Res. 1996, 56, 5309-5318.
    • (1996) Cancer Res. , vol.56 , pp. 5309-5318
    • Hakomori, S.1
  • 5
    • 0030811894 scopus 로고    scopus 로고
    • Carbohydrate-mediated cell adhesion involved in hematogenous metastasis of cancer
    • Kannagi, R. Carbohydrate-mediated cell adhesion involved in hematogenous metastasis of cancer. Glycoconjugate J. 1997, 14, 577-584.
    • (1997) Glycoconjugate J. , vol.14 , pp. 577-584
    • Kannagi, R.1
  • 7
    • 0026763332 scopus 로고
    • The three members of the selectin receptor family recognize a common carbohydrate epitope, the sialyl Lewis X oligosaccharide
    • Foxall, C.; Watson, S.R.; Dowbenko, D.; Fennie, C.; Lasky, L.A.; Kiso, M.; Hasegawa, A.; Asa, D.; Brandley, B.K. The three members of the selectin receptor family recognize a common carbohydrate epitope, the sialyl Lewis X oligosaccharide. J. Cell Biol. 1992, 117, 895-902.
    • (1992) J. Cell Biol. , vol.117 , pp. 895-902
    • Foxall, C.1    Watson, S.R.2    Dowbenko, D.3    Fennie, C.4    Lasky, L.A.5    Kiso, M.6    Hasegawa, A.7    Asa, D.8    Brandley, B.K.9
  • 8
    • 0029985956 scopus 로고    scopus 로고
    • x ganglioside analogues to elucidate the structure necessary for selectin recognition
    • x ganglioside analogues to elucidate the structure necessary for selectin recognition. Glycoconjugate J. 1996, 13, 241-254;
    • (1996) Glycoconjugate J. , vol.13 , pp. 241-254
    • Komba, S.1    Ishida, H.2    Kiso, M.3    Hasegawa, A.4
  • 9
    • 0031990169 scopus 로고    scopus 로고
    • x ganglioside analogues modified at C-6 of the galactose residue to elucidate the mechanism of selectin recognition
    • x ganglioside analogues modified at C-6 of the galactose residue to elucidate the mechanism of selectin recognition. Carbohydr. Res. 1998, 306, 517-530;
    • (1998) Carbohydr. Res. , vol.306 , pp. 517-530
    • Otsubo, N.1    Ishida, H.2    Kiso, M.3    Hasegawa, A.4
  • 11
    • 0000588587 scopus 로고    scopus 로고
    • Selectin-carbohydrate interactions: From natural ligands to designed mimics
    • Simanek, E.E.; McGarver, G.J.; Jablonowski, J.A.; Wong, C.-H. Selectin-carbohydrate interactions: from natural ligands to designed mimics. Chem. Rev. 1998, 98, 833-862.
    • (1998) Chem. Rev. , vol.98 , pp. 833-862
    • Simanek, E.E.1    McGarver, G.J.2    Jablonowski, J.A.3    Wong, C.-H.4
  • 12
    • 0010831809 scopus 로고
    • Synthesis of sialyl and sulfo Lewis X analogs containing a ceramide or 2-(tetradecyl)hexadecyl residue
    • Hasegawa, A.; Ito, K.; Ishida, H.; Kiso, M. Synthesis of sialyl and sulfo Lewis X analogs containing a ceramide or 2-(tetradecyl)hexadecyl residue. J. Carbohydr. Chem. 1995, 14, 353-368.
    • (1995) J. Carbohydr. Chem. , vol.14 , pp. 353-368
    • Hasegawa, A.1    Ito, K.2    Ishida, H.3    Kiso, M.4
  • 14
    • 0030509869 scopus 로고    scopus 로고
    • Synthesis of ganglioside GM3 and GM4 analogs containing 2- or 3-branched fatty-alkyl residues in place of ceramide
    • Hasegawa, A.; Suzuki, N.; Ishida, H.; Kiso, M. Synthesis of ganglioside GM3 and GM4 analogs containing 2- or 3-branched fatty-alkyl residues in place of ceramide. J. Carbohydr. Chem. 1996, 15 (5), 623-637.
    • (1996) J. Carbohydr. Chem. , vol.15 , Issue.5 , pp. 623-637
    • Hasegawa, A.1    Suzuki, N.2    Ishida, H.3    Kiso, M.4
  • 16
    • 0025714120 scopus 로고
    • Stereoselective synthesis of sialyl-lactotetraosylceramide and sialylneolactotetraosylceramide
    • Kameyama, A.; Ishida, H.; Kiso, M.; Hasegawa, A. Stereoselective synthesis of sialyl-lactotetraosylceramide and sialylneolactotetraosylceramide. Carbohydr. Res. 1990, 200, 269-285.
    • (1990) Carbohydr. Res. , vol.200 , pp. 269-285
    • Kameyama, A.1    Ishida, H.2    Kiso, M.3    Hasegawa, A.4
  • 17
    • 9844249084 scopus 로고
    • A novel promoter for the efficient construction of 1,2-trans linkages in glycoside synthesis, using thioglycosides as glycosyl donors
    • Füigedi, P.; Garegg, P.J. A novel promoter for the efficient construction of 1,2-trans linkages in glycoside synthesis, using thioglycosides as glycosyl donors. Carbohydr. Res. 1986, 149, c9-c12.
    • (1986) Carbohydr. Res. , vol.149 , pp. c9-c12
    • Füigedi, P.1    Garegg, P.J.2
  • 18
    • 0001728392 scopus 로고
    • Glycosylation using methylthioglycosides of N-acetylneuraminic acid and dimethyl(methylthio)sulfonium triflate
    • Kanie, O.; Kiso, M.; Hasegawa, A. Glycosylation using methylthioglycosides of N-acetylneuraminic acid and dimethyl(methylthio)sulfonium triflate. J. Carbohydr. Chem. 1988, 7, 501-506.
    • (1988) J. Carbohydr. Chem. , vol.7 , pp. 501-506
    • Kanie, O.1    Kiso, M.2    Hasegawa, A.3
  • 19
    • 0025268861 scopus 로고
    • Synthesis of a monofucosyl heptasaccharide corresponding to a tumor-associated glycolipid defined by monoclonal antibody
    • Nilsson, M.; Norberg, T. Synthesis of a monofucosyl heptasaccharide corresponding to a tumor-associated glycolipid defined by monoclonal antibody. J. Carbohydr. Chem. 1990, 9, 1-14.
    • (1990) J. Carbohydr. Chem. , vol.9 , pp. 1-14
    • Nilsson, M.1    Norberg, T.2
  • 20
    • 0002063475 scopus 로고
    • Trimethylsilyl chloride-tin (II) chloride-anisole: A novel selective p-methoxybenzyl ether cleavage reagent
    • Akiyama, T.; Shima, H.; Ozaki, S. Trimethylsilyl chloride-tin (II) chloride-anisole: a novel selective p-methoxybenzyl ether cleavage reagent. Synlett 1992, 415-416.
    • (1992) Synlett , pp. 415-416
    • Akiyama, T.1    Shima, H.2    Ozaki, S.3
  • 21
    • 0030294717 scopus 로고    scopus 로고
    • x ganglioside analogues for clarifying the real carbohydrate ligand structure of L-selectin
    • x ganglioside analogues for clarifying the real carbohydrate ligand structure of L-selectin. Bioorg. Med. Chem. 1996, 4, 1833-1847.
    • (1996) Bioorg. Med. Chem. , vol.4 , pp. 1833-1847
    • Komba, S.1    Ishida, H.2    Kiso, M.3    Hasegawa, A.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.