Redox-Controlled Site-Specific O-Sulfation Facilitated Diversity-Oriented Chemoenzymatic Synthesis of Chondroitin Sulfates A/C/E and Chimeric Chondroitin Sulfates

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-16 Epub Date: 2026-10-05 DOI:10.1021/acs.orglett.6c03858

Yan Zhang, Zhilin Zhang, Mengru Niu, Yaqi Wang, Kan Zhong, Haiyang Wu, Jinfeng Ye, Zhifei Hu, Saddam M. Muthana, Hongzhi Cao

引用次数: 0

Abstract

The biological functions of chondroitin sulfate (CS) are strongly influenced by its sulfation pattern. However, the limited site selectivity of currently available sulfotransferases has made it challenging to access CS oligosaccharides with diverse sulfation patterns. Herein, we report a redox-controlled site-specific O-sulfation strategy for the programmable installation of CS-A, CS-C, or CS-E sequences at defined positions along chondroitin backbones, enabling the diversity-oriented synthesis of 28 structurally well-defined CS oligosaccharides with distinct sulfation sequences.

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氧化还原控制位点特异性o -硫酸促进了多样性导向的化学酶合成软骨素- insulates A/C/E和嵌合软骨素硫酸盐

摘要硫酸软骨素（chondroitin sulfate， CS）的生物学功能受到其硫化模式的强烈影响。然而，目前可用的磺化转移酶有限的位点选择性使得获取具有不同磺化模式的CS低聚糖具有挑战性。在此，我们报道了一种氧化还原控制的位点特异性o -磺化策略，用于在软骨素骨架的特定位置可编程安装CS- a， CS- c或CS- e序列，从而实现了28种结构明确的CS低聚糖的多样性合成，具有不同的磺化序列。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.