Preparation and application of a 'clickable' acceptor for enzymatic synthesis of heparin oligosaccharides

被引:8
作者
Cai, Chao [1 ]
Edgar, Kristi [1 ]
Liu, Jian [2 ]
Linhardt, Robert J. [1 ,3 ,4 ,5 ]
机构
[1] Rensselaer Polytech Inst, Dept Chem & Chem Biol, Ctr Biotechnol & Interdisciplinary Studies, Troy, NY 12180 USA
[2] Univ N Carolina, Edelman Sch Pharm, Div Chem Biol & Med Chem, Chapel Hill, NC 27599 USA
[3] Rensselaer Polytech Inst, Dept Biol, Ctr Biotechnol & Interdisciplinary Studies, Troy, NY 12180 USA
[4] Rensselaer Polytech Inst, Dept Chem & Biol Engn, Ctr Biotechnol & Interdisciplinary Studies, Troy, NY 12180 USA
[5] Rensselaer Polytech Inst, Dept Biomed Engn, Ctr Biotechnol & Interdisciplinary Studies, Troy, NY 12180 USA
基金
美国国家卫生研究院;
关键词
Heparan sulfate; Heparin; Heparosan; Depolymerization; Azido-clickable acceptor; Enzymatic glycosylation; CHEMOENZYMATIC SYNTHESIS; DEAMINATIVE CLEAVAGE; ANTITHROMBIN-III; SULFATE; GLYCOSAMINOGLYCANS; PENTASACCHARIDE; HEXASACCHARIDES; CHEMISTRY;
D O I
10.1016/j.carres.2013.02.010
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 'clickable' disaccharide was prepared by treating the aldehyde precursor with hydroxylamine, followed by the catalytic hydrogenation and diazotransfer reaction. This disaccharide was successfully applied to the elongation of the backbone construction of ultralow molecular weight (ULMW) heparins using two bacterial glycosyl transferases, N-acetyl glucosaminyl transferase from Escherichia coli K5 (KfiA) and heparosan synthase-2 (pmHS2) from Pasteurella multocida. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:30 / 34
页数:5
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