Stereo- and Regioselective Synthesis of O-Mannosyl Glycan Containing Matriglycan and a Part of Tandem Ribitol Phosphate.

Stereo- and Regioselective Synthesis of O-Mannosyl Glycan Containing Matriglycan and a Part of Tandem Ribitol Phosphate.
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含有基质聚糖和部分串联核糖醇磷酸酯的 O-甘露糖基聚糖的立体和区域选择性合成。

DOI:
10.1021/acs.joc.0c01569
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发表时间:
2020
期刊:
J Org Chem.
影响因子:
--
通讯作者:
Tamura J.
Tamura J.
中科院分区:
--
文献类型:
--
作者:
Tamura T;Omura Y;Tamura J.

文献摘要

相似文献

本文成功合成了两个关键结构的o-甘露糖基聚糖:(1)基质多糖重复四糖Xylα1-3GlcAβ1-3Xylα1-3GlcAβ;(2)通过区域和立体控制的方式合成了基质多糖与部分串联核糖糖醇磷酸Xylα1-3GlcAβ1-4Xylβ1-4Rbo之间的连接。采用木吡喃苷环的构象固定和非对映选择性溶解的特定溶剂化体系,得到木糖α-键双糖单元。
We herein successfully synthesized two pivotal structures ofO-mannosyl glycan: (1) the matriglycan-repeating tetrasaccharide Xylα1-3GlcAβ1-3Xylα1-3GlcAβ and (2) the link between matriglycan and a part of tandem ribitol phosphate, Xylα1-3GlcAβ1-4Xylβ1-4Rbo, in a regio- and stereocontrolled manner. The disaccharide unit with the α-linkage of xylose was obtained by adopting the conformational fixation of the xylopyranoside ring and a specific solvation system of diastereoselective solubility.