Synthesis of a novel glycosaminoglycan pentasaccharide serine having an N-acetylgalactosamine residue alpha-linked to the core linkage tetrasaccharide

被引：14

作者：

Neumann, KW

Tamura, J

Ogawa, T

机构：

[1] RIKEN,INST PHYS & CHEM RES,WAKO,SAITAMA 35101,JAPAN

[2] UNIV TOKYO,DEPT CELLULAR BIOCHEM,BUNKYO KU,TOKYO 113,JAPAN

来源：

GLYCOCONJUGATE JOURNAL | 1996年 / 13卷 / 06期

关键词：

glycosaminoglycan; pentasaccharide serine; synthesis;

D O I：

10.1007/BF01053188

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A novel pentaosyl serine; GalNAc alpha(1-4)GlcA beta(1-3)Gal beta(1-3)Gal beta(1-4)Xyl beta(1-3)Ser (2), a putative intermediate of chondroitin sulfate and/or heparan sulfate biosynthesis, was synthesized.

引用

页码：933 / 936

页数：4

共 10 条

[1] IMPROVED METHOD FOR THE SYNTHESIS OF O-GLYCOSYLATED FLUOREN-9-YLMETHOXYCARBONYL AMINO-ACIDS TO BE USED IN SOLID-PHASE GLYCOPEPTIDE SYNTHESIS [J].

DELATORRE, BG ;

TORRES, JL ;

BARDAJI, E ;

CLAPES, P ;

XAUS, N ;

JORBA, X ;

CALVET, S ;

ALBERICIO, F ;

VALENCIA, G .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (14) :965-967

[2]

GOMMER M, 1991, SYNLETT, P593

[3] SYNTHESIS OF A SULFATED GLYCOPEPTIDE CORRESPONDING TO THE CARBOHYDRATE-PROTEIN LINKAGE REGION OF PROTEOGLYCANS - BETA-D-GLCA-(1-]3)((SO3NA-]4))-BETA-D-GAL-(1-]3)-BETA-D-GAL-(1-]4)-BETA-D-XYL-(1-]3)-SER [J].

GOTO, F ;

OGAWA, T .

TETRAHEDRON LETTERS, 1992, 33 (35) :5099-5102

[4]

HELTING T, 1969, J BIOL CHEM, V244, P2799

[5] N-ACETYLGALACTOSAMINE (GALNAC) TRANSFER TO THE COMMON CARBOHYDRATE-PROTEIN LINKAGE REGION OF SULFATED GLYCOSAMINOGLYCANS - IDENTIFICATION OF UDP-GALNAC-CHONDRO-OLIGOSACCHARIDE ALPHA-N-ACETYLGALACTOSAMINYLTRANSFERASE IN FETAL BOVINE SERUM [J].

KITAGAWA, H ;

TANAKA, Y ;

TSUCHIDA, K ;

GOTO, F ;

OGAWA, T ;

LIDHOLT, K ;

LINDAHL, U ;

SUGAHARA, K .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (38) :22190-22195

[6] IDENTIFICATION OF A NOVEL GLYCOSAMINOGLYCAN CORE-LIKE MOLECULE .1. 500 MHZ H-1-NMR ANALYSIS USING A NANO-NMR PROBE INDICATES THE PRESENCE OF A TERMINAL ALPHA-GALNAC RESIDUE CAPPING 4-METHYLUMBELLIFERYL-BETA-D-XYLOSIDES [J].

MANZI, A ;

SALIMATH, PV ;

SPIRO, RC ;

KEIFER, PA ;

FREEZE, HH .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (16) :9154-9163

[7] 2 N-ACETYLGALACTOSAMINYLTRANSFERASE ARE INVOLVED IN THE BIOSYNTHESIS OF CHONDROITIN SULFATE [J].

ROHRMANN, K ;

NIEMANN, R ;

BUDDECKE, E .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1985, 148 (03) :463-469

[8]

SCHWARTZ NB, 1976, J BIOL CHEM, V251, P285

[9] BIOSYNTHESIS OF CHONDROITIN SULFATE - PURIFICATION OF UDP-D-XYLOSE - CORE PROTEIN BETA-D-XYLOSYLTRANSFERASE BY AFFINITY CHROMATOGRAPHY [J].

SCHWARTZ, NB ;

RODEN, L .

CARBOHYDRATE RESEARCH, 1974, 37 (01) :167-180

[10] SYNTHETIC STUDIES ON CELL-SURFACE GLYCANS .101. A REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF 4-O-SULFATED CHONDROITIN DISACCHARIDES AND TETRASACCHARIDES BASED ON THE STRATEGY DESIGNED FOR THE ELONGATION OF THE REPEATING UNIT [J].

TAMURA, J ;

NEUMANN, KW ;

OGAWA, T .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (13) :1351-1354

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