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伯克霍尔德氏菌越南亚种脂寡糖的三糖外核心片段的合成。

Synthesis of the trisaccharide outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide.

机构信息

Dipartimento di Chimica Organica e Biochimica, Università di Napoli Federico II, Complesso Universitario Monte S.Angelo, Via Cintia 4, 80126 Napoli, Italy.

出版信息

Carbohydr Res. 2012 Feb 15;349:24-32. doi: 10.1016/j.carres.2011.12.007. Epub 2011 Dec 14.

Abstract

The synthesis of β-Gal-(1→3)-α-GalNAc-(1→3)-β-GalNAc allyl trisaccharide as the outer core fragment of Burkholderia cepacia pv. vietnamiensis lipooligosaccharide was accomplished through a concise, optimized, multi-step synthesis, having as key steps three glycosylations, that were in-depth studied performing them under several conditions. The target trisaccharide was designed with an allyl aglycone in order to open a future access to the conjugation with an immunogenic protein en route to the development of a synthetic neoglycoconjugate vaccine against this Burkholderia pathogen.

摘要

β-Gal-(1→3)-α-GalNAc-(1→3)-β-GalNAc 丙烯基三糖的合成为 Burkholderia cepacia pv. vietnamiensis 脂寡糖的外核心片段,通过简洁、优化、多步合成完成,关键步骤有三步糖苷化,在几种条件下深入研究了这些糖苷化反应。目标三糖设计有丙烯基糖苷配基,以便为与免疫原性蛋白的连接打开未来的通道,从而开发针对这种 Burkholderia 病原体的合成糖缀合物疫苗。

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