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基于碳水化合物的抗菌疫苗候选物寡糖成分的程序化化学酶促合成

Programmed chemo-enzymatic synthesis of the oligosaccharide component of a carbohydrate-based antibacterial vaccine candidate.

作者信息

Salamone Stéphane, Guerreiro Catherine, Cambon Emmanuelle, André Isabelle, Remaud-Siméon Magali, Mulard Laurence A

机构信息

Institut Pasteur, Unité de Chimie des Biomolécules, 28 rue du Dr Roux, 75724 Paris Cedex 15, France.

出版信息

Chem Commun (Camb). 2015 Feb 14;51(13):2581-4. doi: 10.1039/c4cc08805k.

DOI:10.1039/c4cc08805k
PMID:25569152
Abstract

The powerful chemo-enzymatic synthesis of the pentadecasaccharide hapten involved in the first synthetic carbohydrate-based vaccine candidate against endemic shigellosis is reported. The high yielding site-selective α-D-glucosylation of a lightly protected disaccharide by an engineered transglucosylase-sucrose system gave a trisaccharide, which was chemically elongated by an efficient [5+5] process.

摘要

报道了参与首个基于碳水化合物的地方性志贺氏菌病候选合成疫苗的十五糖半抗原的高效化学酶促合成。通过工程化转葡萄糖苷酶 - 蔗糖系统对轻度保护的二糖进行高产率的位点选择性α - D - 葡萄糖基化反应得到三糖,该三糖通过高效的[5 + 5]过程进行化学延伸。

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