Chemical and enzymatic synthesis of glycopolymers

被引:49
作者
Flitsch, SL [1 ]
机构
[1] Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
关键词
D O I
10.1016/S1367-5931(00)00152-6
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
The development of efficient, fast, flexible and general synthetic routes to glycopolymers is an ongoing challenge and much progress has been made in recent years. Chemical coupling methods have become increasingly sophisticated to fine-tune reactivity of reagents by fortuitous choices of anomeric activating group and protecting groups. As a result, oligosaccharide synthesis has become more predictable and reliable even to the extent that first examples of saccharide library syntheses in solution and on the solid phase have been published. In biology, the repertoire of biocatalysts that can be used for glycoside synthesis is ever-increasing, and enzyme-catalysed glycosylation steps have been successfully incorporated into synthetic strategies.
引用
收藏
页码:619 / 625
页数:7
相关论文
共 62 条
[1]   n-pentenyl glycosyl orthoesters as versatile intermediates in oligosaccharide synthesis.: The proteoglycan linkage region [J].
Allen, JG ;
Fraser-Reid, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (02) :468-469
[2]   New applications of the n-pentenyl glycoside method in the synthesis and immunoconjugation of fucosyl GM1:: A highly tumor-specific antigen associated with small cell lung carcinoma [J].
Allen, JR ;
Danishefsky, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (47) :10875-10882
[3]   The effect of glycosylation on the structure of designed four-helix bundle motifs [J].
Andersson, LK ;
Dolphin, GT ;
Kihlberg, J ;
Baltzer, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2000, (03) :459-464
[4]   Solid-phase oligosaccharide synthesis: Preparation of complex structures using a novel linker and different glycosylating agents [J].
Andrade, RB ;
Plante, OJ ;
Melean, LG ;
Seeberger, PH .
ORGANIC LETTERS, 1999, 1 (11) :1811-1814
[5]  
Baeschlin DK, 2000, CHEM-EUR J, V6, P172, DOI 10.1002/(SICI)1521-3765(20000103)6:1<172::AID-CHEM172>3.3.CO
[6]  
2-X
[7]   Enzymatic glycosylation of reducing oligosaccharides linked to a solid phase or a lipid via a cleavable squarate linker [J].
Blixt, O ;
Norberg, T .
CARBOHYDRATE RESEARCH, 1999, 319 (1-4) :80-91
[8]   A comparison of biological and calorimetric analyses of multivalent glycodendrimer ligands for concanavalin A [J].
Corbell, JB ;
Lundquist, JJ ;
Toone, EJ .
TETRAHEDRON-ASYMMETRY, 2000, 11 (01) :95-111
[9]   Recent developments in oligosaccharide synthesis [J].
Davis, BG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (14) :2137-2160
[10]  
Depré D, 1999, CHEM-EUR J, V5, P3326