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基于正交保护五糖的糖基磷脂酰肌醇探针的多样性导向合成。

Diversity-Oriented Synthesis of Glycosylphosphatidylinositol Probes Based on an Orthogonally Protected Pentasaccharide.

机构信息

Department of Chemistry, University of Florida, 214 Leigh Hall, Gainesville, Florida 32611, United States.

出版信息

Org Lett. 2023 Mar 31;25(12):2088-2092. doi: 10.1021/acs.orglett.3c00448. Epub 2023 Mar 20.

Abstract

Two glycosylphosphatidylinositol (GPI) derivatives having an alkynyl group at different positions were derived from the same orthogonally protected pentasaccharide that in turn was assembled by a convergent [3+2] glycosylation strategy. The resultant alkynylated GPIs are useful biological probes and are suitable for further modification by click reaction to obtain other GPI probes. The pentasaccharide is a versatile platform for the synthesis of various uniquely functionalized GPI probes.

摘要

两种糖基磷脂酰肌醇(GPI)衍生物在不同位置具有炔基,它们都由同一个经正交保护的五糖衍生而来,而该五糖则是通过收敛的[3+2]糖苷化策略来组装的。所得的炔基化 GPI 是有用的生物探针,并且适合通过点击反应进一步修饰以获得其他 GPI 探针。该五糖是合成各种独特功能化 GPI 探针的多功能平台。

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