Syntheses of chondroitin 4-and 6-sulfate pentasaccharide derivatives having a methyl β-D-glucopyranosiduronic acid at the reducing end
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Bélot, F
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Univ Orleans, CNRS, UFR Fac Sci, UPRES A 6005,Inst Chim Organ & Analyt, F-45067 Orleans, FranceUniv Orleans, CNRS, UFR Fac Sci, UPRES A 6005,Inst Chim Organ & Analyt, F-45067 Orleans, France
Bélot, F
[1
]
Jacquinet, JC
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Univ Orleans, CNRS, UFR Fac Sci, UPRES A 6005,Inst Chim Organ & Analyt, F-45067 Orleans, FranceUniv Orleans, CNRS, UFR Fac Sci, UPRES A 6005,Inst Chim Organ & Analyt, F-45067 Orleans, France
Jacquinet, JC
[1
]
机构:
[1] Univ Orleans, CNRS, UFR Fac Sci, UPRES A 6005,Inst Chim Organ & Analyt, F-45067 Orleans, France
The syntheses are reported of beta-D-GlcpA-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-beta-D-GlcpA-(1 --> 3)-beta-D-GalpNAc-(1 --> 4)-beta-D-GlcpA-(1 --> OMe), O-sulfonated at C-4 or C-6 of the aminosugar moieties, which represent structural elements of chondroitin 4- and 6-sulfate proteoglycans. Starting from a synthetic disaccharide glycosyl acceptor, the stepwise or blockwise construction of the sugar backbone with appropriate synthons led to a pentasaccharide tetraol, which was used as a common intermediate. Selective 6-O-sulfonation of this tetraol, followed by saponification, gave the 6-sulfate derivative, whereas selective 6-O-benzoylation, followed by O-sulfonation and saponification, afforded the 4-sulfate derivative as their sodium salts. (C) 2000 Elsevier Science Ltd. All rights reserved.
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ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
MARRA, A
;
XIA, D
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ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
XIA, D
;
PETITOU, M
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ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
PETITOU, M
;
SINAY, P
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ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
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ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
MARRA, A
;
XIA, D
论文数: 0引用数: 0
h-index: 0
机构:
ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
XIA, D
;
PETITOU, M
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h-index: 0
机构:
ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE
PETITOU, M
;
SINAY, P
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h-index: 0
机构:
ECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCEECOLE NORMALE SUPER,CHIM LAB,UA 1110,24 RUE LHOMOND,F-75231 PARIS 05,FRANCE