Controlled Chemoenzymatic Synthesis of Heparan Sulfate Oligosaccharides

被引：48

作者：

Lu, Weigang ^{[1
]}

Zong, Chengli ^{[1
,2
]}

Chopra, Pradeep ^{[1
]}

Pepi, Lauren E. ^{[2
]}

Xu, Yongmei ^{[3
]}

Amster, I. Jonathan ^{[2
]}

Liu, Jian ^{[3
]}

Boons, Geert-Jan ^{[1
,2
,4
,5
]}

机构：

[1] Univ Georgia, Complex Carbohydrate Res Ctr, 315 Riverbend Rd, Athens, GA 30602 USA

[2] Univ Georgia, Dept Chem, Athens, GA 30602 USA

[3] Univ N Carolina, Eshelman Sch Pharm, Div Chem Biol & Med Chem, Chapel Hill, NC 27599 USA

[4] Univ Utrecht, Utrecht Inst Pharmaceut Sci, Dept Chem Biol & Drug Discovery, Univ 99, NL-3584 CG Utrecht, Netherlands

[5] Univ Utrecht, Bijvoet Ctr Biomol Res, Univ 99, NL-3584 CG Utrecht, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 19期

关键词：

enzymes; epimers; heparan; oligosaccharides; synthetic methods; MOLECULAR-WEIGHT HEPARINS; ANTITHROMBIN-III; SUBSTRATE-SPECIFICITY; PENTASACCHARIDE; BIOSYNTHESIS; SEQUENCE;

D O I：

10.1002/anie.201800387

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A chemoenzymatic approach has been developed for the preparation of diverse libraries of heparan sulfate (HS) oligosaccharides. It employs chemically synthesized oligosaccharides having a chemical entity at a GlcN residue, which in unanticipated manners influences the site of modification by NST, C5-Epi/2-OST and 6-OST1/6-OST3, thus resulting in oligosaccharides differing in N/O-sulfation and epimerization pattern. The enzymatic transformations defined fine substrate requirements of NST, C5-Epi, 2-OST, and 6-OST.

引用

页码：5340 / 5344

页数：5

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