Toward synthesis of the regular sequence of heparin: synthesis of two tetrasaccharide precursors

被引：34

作者：

Zhou, Ying ^{[1
]}

Lin, Feng ^{[1
]}

Chen, Jianfang ^{[1
]}

Yu, Biao ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

CARBOHYDRATE RESEARCH | 2006年 / 341卷 / 10期

基金：

中国国家自然科学基金;

关键词：

heparin; synthesis; glycosylation; thioglycoside; L-idopyranuronic acid; one pot;

D O I：

10.1016/j.carres.2006.02.020

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：

Two fully protected tetrasaccharides, which represent precursors for the synthesis of the regular sequence of heparin, were synthesized via coupling of a pair of disaccharide trichloroacetimidates with a thioglycoside and a glucosamine derivative, respectively, in a sequential manner. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1619 / 1629

页数：11

共 50 条

[31] Chemoenzymatic synthesis of heparan sulfate and heparin [J].

Zhou, Xianxuan ;

O'Leary, Timothy R. ;

Xu, Yongmei ;

Sheng, Juzheng ;

Liu, Jian .

BIOCATALYSIS AND BIOTRANSFORMATION, 2012, 30 (03) :296-308

[32] Synthesis and characterisation of polypyrrole/heparin composites [J].

Zhou, D ;

Too, CO ;

Wallace, GG .

REACTIVE & FUNCTIONAL POLYMERS, 1999, 39 (01) :19-26

[33] Heparin conjugated silica nanoparticle synthesis [J].

Silvestri, Brigida ;

Pezzella, Alessandro ;

Luciani, Giuseppina ;

Costantini, Aniello ;

Tescione, Fabiana ;

Branda, Francesco .

MATERIALS SCIENCE AND ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2012, 32 (07) :2037-2041

[34] Efficient synthesis of the tetrasaccharide repeating unit of the O-antigen of Escherichia coli O174 strain [J].

Bhaumik, Ishani ;

Ghosh, Tamashree ;

Misra, Anup Kumar .

CARBOHYDRATE RESEARCH, 2014, 399 :21-25

[35] Synthesis of glycosaminoglycan oligosaccharides. Part 5: Synthesis of a putative heparan sulfate tetrasaccharide antigen involved in prion diseases [J].

Daragics, Katalin ;

Fuegedi, Peter .

TETRAHEDRON, 2010, 66 (40) :8036-8046

[36] SYNTHESIS OF THE TETRASACCHARIDE REPEATING UNIT OF THE ANTIGEN FROM KLEBSIELLA TYPE-2 [J].

MISRA, AK ;

ROY, N .

CARBOHYDRATE RESEARCH, 1995, 278 (01) :103-111

[37] Synthesis and Structural Revision of a Natural Tetrasaccharide from Starfish Asterias rollestoni Bell [J].

Liu, Ao ;

Gao, Longwei ;

Tang, Xintong ;

Yang, Xudong ;

Liu, Xianglai ;

Xie, Weijia ;

Qi, Jin ;

Li, Wei .

CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (30)

[38] Synthesis of a tetrasaccharide containing Janus aglycone related to the terminal fragment of polysaccharides of mycobacteria [J].

P. I. Abronina ;

N. N. Malysheva ;

A. I. Zinin ;

L. O. Kononov .

Russian Chemical Bulletin, 2023, 72 :1046-1058

[39] An efficient synthesis of L-idose and L-iduronic acid thioglycosides and their use for the synthesis of heparin oligosaccharides [J].

Tatai, Janos ;

Osztrovszky, Gyoergyi ;

Kajtar-Peredy, Maria ;

Fugedi, Peter .

CARBOHYDRATE RESEARCH, 2008, 343 (04) :596-606

[40] SYNTHESIS OF THE TETRASACCHARIDE REPEATING UNIT OF THE ANTIGEN FROM KLEBSIELLA TYPE-20 [J].

DAS, SK ;

ROY, N .

CARBOHYDRATE RESEARCH, 1995, 271 (02) :177-183

← 1 2 3 4 5 →