메뉴 건너뛰기




Volumn 23, Issue 2-3, 2004, Pages 133-146

Replacement of carbohydrate sulfates by sugar C-sulfonic acid derivatives

Author keywords

Carbohydrate sulfates; Epithelial cells; p Methoxyphenyl lactoside; Proteins; Sulfonic acid

Indexed keywords

HELICOBACTER PYLORI;

EID: 33746673888     PISSN: 07328303     EISSN: 15322327     Source Type: Journal    
DOI: 10.1081/CAR-120037571     Document Type: Article
Times cited : (18)

References (38)
  • 1
    • 0021259505 scopus 로고
    • Unidentified curved bacilli in the stomach of patients with gastritis and peptic ulceration
    • Marshall, B.J.; Warren, J.R. Unidentified curved bacilli in the stomach of patients with gastritis and peptic ulceration. Lancet 1984, 1, 1311-1315.
    • (1984) Lancet , vol.1 , pp. 1311-1315
    • Marshall, B.J.1    Warren, J.R.2
  • 2
    • 0031037910 scopus 로고    scopus 로고
    • Inhibition of Helicobacter pylori binding to gastrointestinal ephithelial cells by sialic acid-containing oligosaccharides
    • Simon, P.M.; Goode, P.L.; Mobasseri, A.; Zopf, D. Inhibition of Helicobacter pylori binding to gastrointestinal ephithelial cells by sialic acid-containing oligosaccharides. Infect. Immun. 1997, 65, 750-757.
    • (1997) Infect. Immun. , vol.65 , pp. 750-757
    • Simon, P.M.1    Goode, P.L.2    Mobasseri, A.3    Zopf, D.4
  • 3
    • 84956512346 scopus 로고    scopus 로고
    • Glycobiology of Helicobacter pylori and gastric disease
    • Ernst, B., Hart, G.W., Sinaÿ, P., Eds.; Wiley-VCH: Weinheim
    • Karlsson, K.-A. Glycobiology of Helicobacter pylori and gastric disease. In Carbohydrates in Chemistry and Biology. Part II: Biology of Saccharides; Ernst, B., Hart, G.W., Sinaÿ, P., Eds.; Wiley-VCH: Weinheim, 2000; Vol. 4, 965-976.
    • (2000) Carbohydrates in Chemistry and Biology. Part II: Biology of Saccharides , vol.4 , pp. 965-976
    • Karlsson, K.-A.1
  • 6
    • 0029881352 scopus 로고    scopus 로고
    • Oligosaccharide anti-infective agents
    • Zopf, D.; Roth, S. Oligosaccharide anti-infective agents. Lancet 1996, 347, 1017-1021.
    • (1996) Lancet , vol.347 , pp. 1017-1021
    • Zopf, D.1    Roth, S.2
  • 7
    • 0031872407 scopus 로고    scopus 로고
    • Meaning and therapeutic potential of microbial recognition of host glycoconjugates
    • Karlsson, K.-A. Meaning and therapeutic potential of microbial recognition of host glycoconjugates. Mol. Microbiol. 1998, 29, 1-11.
    • (1998) Mol. Microbiol. , vol.29 , pp. 1-11
    • Karlsson, K.-A.1
  • 8
    • 0031976323 scopus 로고    scopus 로고
    • Evidence of novel pathogenic pathways for the formation of antigastric autoantibodies in Helicobacter pylori gastritis
    • Faller, G.; Steininger, H.; Appelmelk, B.; Kirchner, T. Evidence of novel pathogenic pathways for the formation of antigastric autoantibodies in Helicobacter pylori gastritis. J. Clin. Pathol. 1998, 51, 244-245.
    • (1998) J. Clin. Pathol. , vol.51 , pp. 244-245
    • Faller, G.1    Steininger, H.2    Appelmelk, B.3    Kirchner, T.4
  • 9
    • 0025778048 scopus 로고
    • Identification of glycolipid receptor for Helicobacter pylori by TLC immunostaining
    • Saitoh, T.; Natomi, H.; Zhao, W.; Okuzumi, K.; Sugano, K.; Iwamori, M.; Nagai, Y. Identification of glycolipid receptor for Helicobacter pylori by TLC immunostaining. FEBS Lett. 1991, 282, 385-387.
    • (1991) FEBS Lett. , vol.282 , pp. 385-387
    • Saitoh, T.1    Natomi, H.2    Zhao, W.3    Okuzumi, K.4    Sugano, K.5    Iwamori, M.6    Nagai, Y.7
  • 10
    • 0027534760 scopus 로고
    • Affinity of gastric pathogen Helicobacter pylori for N-sulphated glycosaminoglycan heparan sulphate
    • Ascencio, F.; Fransson, L.-Å.; Wadström, T. Affinity of gastric pathogen Helicobacter pylori for N-sulphated glycosaminoglycan heparan sulphate. J. Med. Microbiol. 1993, 38, 240-244.
    • (1993) J. Med. Microbiol. , vol.38 , pp. 240-244
    • Ascencio, F.1    Fransson, L.-Å.2    Wadström, T.3
  • 12
    • 0027318310 scopus 로고
    • Helicobacter mustelae and Helicobacter pylori bind to common receptors in vitro
    • Gold, B.D.; Huesca, M.; Sherman, P.M.; Lingwood, C.A. Helicobacter mustelae and Helicobacter pylori bind to common receptors in vitro. Infect. Immun. 1993, 61, 2632-2638.
    • (1993) Infect. Immun. , vol.61 , pp. 2632-2638
    • Gold, B.D.1    Huesca, M.2    Sherman, P.M.3    Lingwood, C.A.4
  • 13
    • 0021766159 scopus 로고
    • Flavobacterium heparinum 2-O-sulphatase for 2-O-sulphato-delta 4,5-glycuronate-terminated oligosaccharides from heparin
    • McLean, M.W.; Bruce, J.S.; Long, W.F.; Williamson, F.B. Flavobacterium heparinum 2-O-sulphatase for 2-O-sulphato-delta 4,5-glycuronate-terminated oligosaccharides from heparin. Eur. J. Biochem. 1984, 145, 607-615.
    • (1984) Eur. J. Biochem. , vol.145 , pp. 607-615
    • McLean, M.W.1    Bruce, J.S.2    Long, W.F.3    Williamson, F.B.4
  • 14
    • 0033617123 scopus 로고    scopus 로고
    • Sulfonomethyl analogues of aldos-2-ulosonic acids. Synthesis of a new sialyl Lewis X analogue
    • Borbás, A.; Szabovik, G.; Antal, Zs.; Herczegh, P.; Agócs, A.; Lipták, A. Sulfonomethyl analogues of aldos-2-ulosonic acids. Synthesis of a new sialyl Lewis X analogue. Tetrahedron Lett. 1999, 40, 3639-3642.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 3639-3642
    • Borbás, A.1    Szabovik, G.2    Antal, Zs.3    Herczegh, P.4    Agócs, A.5    Lipták, A.6
  • 16
    • 0028304970 scopus 로고
    • Identification of a sulfated tetrasaccharide with heparin-like antiproliferative activity
    • Wessel, H.P.; Tschopp, T.B.; Hosang, M.; Iberg, N. Identification of a sulfated tetrasaccharide with heparin-like antiproliferative activity. Bioorg. Med. Chem. Lett. 1994, 4, 1419-1422.
    • (1994) Bioorg. Med. Chem. Lett. , vol.4 , pp. 1419-1422
    • Wessel, H.P.1    Tschopp, T.B.2    Hosang, M.3    Iberg, N.4
  • 18
    • 0020108082 scopus 로고
    • Further characterization of the antithrombin-binding sequence in heparin
    • Thunberg, L.; Bäckström, G.; Lindahl, U. Further characterization of the antithrombin-binding sequence in heparin. Carbohydr. Res. 1982, 100, 393-410.
    • (1982) Carbohydr. Res. , vol.100 , pp. 393-410
    • Thunberg, L.1    Bäckström, G.2    Lindahl, U.3
  • 19
    • 0033565247 scopus 로고    scopus 로고
    • Identification of sulfated oligosaccharide-based inhibitors of tumor growth and metastasis using novel in vitro assays for angiogenesis and heparanase activity
    • Parish, C.R.; Freeman, C.; Brown, K.J.; Francis, D.J.; Cowden, W.B. Identification of sulfated oligosaccharide-based inhibitors of tumor growth and metastasis using novel in vitro assays for angiogenesis and heparanase activity. Cancer Res. 1999, 59, 3433-3441.
    • (1999) Cancer Res. , vol.59 , pp. 3433-3441
    • Parish, C.R.1    Freeman, C.2    Brown, K.J.3    Francis, D.J.4    Cowden, W.B.5
  • 21
    • 0037021897 scopus 로고    scopus 로고
    • Synthesis of α-lactosyl-(1 → 3)-L-glycero-α-D-manno- heptopyranoside, a partial oligosaccharide structure expressed within the lipooligosaccharide produced by Neisseria gonorrhoeae strain 15253
    • Ishii, K.; Kubo, H.; Yamasaki, R. Synthesis of α-lactosyl-(1 → 3)-L-glycero-α-D-manno-heptopyranoside, a partial oligosaccharide structure expressed within the lipooligosaccharide produced by Neisseria gonorrhoeae strain 15253. Carbohydr. Res. 2002, 337, 11-20.
    • (2002) Carbohydr. Res. , vol.337 , pp. 11-20
    • Ishii, K.1    Kubo, H.2    Yamasaki, R.3
  • 23
    • 0348210598 scopus 로고
    • Regioselective manipulation of hydroxyl groups via organotin derivatives
    • David, S.; Hanessian, S. Regioselective manipulation of hydroxyl groups via organotin derivatives. Tetrahedron 1985, 41, 643-663.
    • (1985) Tetrahedron , vol.41 , pp. 643-663
    • David, S.1    Hanessian, S.2
  • 24
    • 0015966027 scopus 로고
    • Preparation and synthetic utility of some organotin derivatives of nucleosides
    • Wagner, D.; Verheyden, J.P.H.; Moffatt, J.G. Preparation and synthetic utility of some organotin derivatives of nucleosides. J. Org. Chem. 1974, 39, 24-30.
    • (1974) J. Org. Chem. , vol.39 , pp. 24-30
    • Wagner, D.1    Verheyden, J.P.H.2    Moffatt, J.G.3
  • 25
    • 33746779196 scopus 로고
    • Direct combination of ethylenic hydrocarbons with hydrogen sulfites
    • Kolker, I.; Lapworth, A. Direct combination of ethylenic hydrocarbons with hydrogen sulfites. J. Chem. Soc. 1925, 127, 307-315.
    • (1925) J. Chem. Soc. , vol.127 , pp. 307-315
    • Kolker, I.1    Lapworth, A.2
  • 26
    • 33947437693 scopus 로고
    • The peroxide effect in the addition of reagents to unsaturated compounds. XVIII. The addition and substitution of bisulfite
    • Kharasch, M.S.; May, E.M.; Mayo, F.R. The peroxide effect in the addition of reagents to unsaturated compounds. XVIII. The addition and substitution of bisulfite. J. Org. Chem. 1939, 3, 175-192.
    • (1939) J. Org. Chem. , vol.3 , pp. 175-192
    • Kharasch, M.S.1    May, E.M.2    Mayo, F.R.3
  • 27
    • 0343108416 scopus 로고
    • Alkene sulfonate synthesis. I. Ion catalysis of sulfite radical-ion addition to olefins
    • Norton, C.J.; Seppi, N.F.; Reuter, M.J. Alkene sulfonate synthesis. I. Ion catalysis of sulfite radical-ion addition to olefins. J. Org. Chem. 1968, 33, 4158-4165.
    • (1968) J. Org. Chem. , vol.33 , pp. 4158-4165
    • Norton, C.J.1    Seppi, N.F.2    Reuter, M.J.3
  • 28
    • 0342514610 scopus 로고    scopus 로고
    • Synthesis of highly water-soluble cyclodextrin sulfonates by addition of hydrogen sulfite to cyclodextrin allyl ethers
    • Wenz, G.; Höfler, T. Synthesis of highly water-soluble cyclodextrin sulfonates by addition of hydrogen sulfite to cyclodextrin allyl ethers. Carbohydr. Res. 1999, 322, 153-165.
    • (1999) Carbohydr. Res. , vol.322 , pp. 153-165
    • Wenz, G.1    Höfler, T.2
  • 29
    • 0028598673 scopus 로고
    • Crude drugs from aquatic plants. V. On the constituents of Alismatis rhizoma. (3). Stereostructures of water-soluble bioactive sesquiterpenes, sulfoorientalols a, b, c, and d, from Chinese Alismatis rhizoma
    • Yoshikawa, M.; Yamaguchi, S.; Matsuda, H.; Tanaka, N.; Yamahara, J.; Murakami, N. Crude drugs from aquatic plants. V. On the constituents of Alismatis rhizoma. (3). Stereostructures of water-soluble bioactive sesquiterpenes, sulfoorientalols a, b, c, and d, from Chinese Alismatis rhizoma. Chem. Pharm. Bull. 1994, 42, 2430-2435.
    • (1994) Chem. Pharm. Bull. , vol.42 , pp. 2430-2435
    • Yoshikawa, M.1    Yamaguchi, S.2    Matsuda, H.3    Tanaka, N.4    Yamahara, J.5    Murakami, N.6
  • 31
    • 0030881595 scopus 로고    scopus 로고
    • Fucosylation of disaccharide precursors of sialyl Lewis X inhibit selectin-mediated cell adhesion
    • Sarkar, A.K.; Rostand, K.S.; Jain, R.K.; Matta, K.L.; Esko, J.D. Fucosylation of disaccharide precursors of sialyl Lewis X inhibit selectin-mediated cell adhesion. J. Biol. Chem. 1997, 272, 25,608-25,616.
    • (1997) J. Biol. Chem. , vol.272
    • Sarkar, A.K.1    Rostand, K.S.2    Jain, R.K.3    Matta, K.L.4    Esko, J.D.5
  • 32
    • 0001325114 scopus 로고    scopus 로고
    • Rational design of benzyl-type protecting groups allows sequential deprotection of hydroxyl groups by catalytic hydrogenolysis
    • Gaunt, M.J.; Yu, J.; Spencer, J.B. Rational design of benzyl-type protecting groups allows sequential deprotection of hydroxyl groups by catalytic hydrogenolysis. J. Org. Chem. 1998, 63, 4172-4173.
    • (1998) J. Org. Chem. , vol.63 , pp. 4172-4173
    • Gaunt, M.J.1    Yu, J.2    Spencer, J.B.3
  • 33
    • 0033605180 scopus 로고    scopus 로고
    • Preferential hydrogenolysis of NAP ethers provides a new orthogonal protecting group strategy for carboxylic acids
    • Gaunt, M.J.; Boschetti, C.E.; Yu, J.; Spencer, J.B. Preferential hydrogenolysis of NAP ethers provides a new orthogonal protecting group strategy for carboxylic acids. Tetrahedron Lett. 1999, 40, 1803-1806.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1803-1806
    • Gaunt, M.J.1    Boschetti, C.E.2    Yu, J.3    Spencer, J.B.4
  • 34
    • 0034620235 scopus 로고    scopus 로고
    • Use of 1,2-dichloro 4,5-dicyanoquinone (DDQ) for cleavage of the 2-naphthylmethyl (NAP) group
    • Xia, J.; Abbas, S.A.; Locke, R.D.; Piskorz, C.F.; Alderfer, J.L.; Matta, K.L. Use of 1,2-dichloro 4,5-dicyanoquinone (DDQ) for cleavage of the 2-naphthylmethyl (NAP) group. Tetrahedron Lett. 2000, 401, 169-173.
    • (2000) Tetrahedron Lett. , vol.401 , pp. 169-173
    • Xia, J.1    Abbas, S.A.2    Locke, R.D.3    Piskorz, C.F.4    Alderfer, J.L.5    Matta, K.L.6
  • 36
    • 0036276802 scopus 로고    scopus 로고
    • Successful combination of (methoxydimethyl) methyl (MIP) and (2-naphthyl)methyl (NAP) ethers for the synthesis of arabinogalactan-type oligosaccharides
    • Csávás, M.; Borbás, A.; Szilágyi, L.; Lipták, A. Successful combination of (methoxydimethyl) methyl (MIP) and (2-naphthyl)methyl (NAP) ethers for the synthesis of arabinogalactan-type oligosaccharides. Synlett. 2002, 887-890.
    • (2002) Synlett. , pp. 887-890
    • Csávás, M.1    Borbás, A.2    Szilágyi, L.3    Lipták, A.4
  • 37
    • 0037455040 scopus 로고    scopus 로고
    • Synthesis of an arabinogalactan-type octa- and two isomeric nonasaccharides. Suitable tuning of protecting groups
    • Csávás, M.; Borbás, A.; Jánossy, L.; Lipták, A. Synthesis of an arabinogalactan-type octa- and two isomeric nonasaccharides. Suitable tuning of protecting groups. Tetrahedron Lett. 2003, 44, 631-635.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 631-635
    • Csávás, M.1    Borbás, A.2    Jánossy, L.3    Lipták, A.4
  • 38
    • 33644528891 scopus 로고
    • Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones
    • Dess, D.B.; Martin, J.C. Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones. J. Org. Chem. 1983, 48, 4155-4156.
    • (1983) J. Org. Chem. , vol.48 , pp. 4155-4156
    • Dess, D.B.1    Martin, J.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.