Bifunctional Unnatural Sialic Acids for Dual Metabolic Labeling of Cell-Surface Sialylated Glycans

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• 作者：Lianshun Feng ; Senlian Hong ; Jie Rong ; Qiancheng You ; Peng Dai ; Rongbing Huang ; Yanhong Tan ; Weiyao Hong ; Can Xie ; Jing Zhao ; Xing Chen
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：June 26, 2013
• 年：2013
• 卷：135
• 期：25
• 页码：9244-9247
• 全文大小：281K
• 年卷期：v.135,no.25(June 26, 2013)
• ISSN：1520-5126

文摘

Sialic acid analogues containing a unique chemical functionality or chemical reporter have been metabolically incorporated into sialylated glycans. This process, termed metabolic glycan labeling, has emerged as a powerful tool for studying sialylation as well as other types of glycosylation. Currently, this technique can install only a single functionality. Here we describe a strategy for dual labeling of sialylated glycans using a new class of bifunctional sialic acid analogues containing two distinct chemical reporters at the N-acyl and C9 positions. These bifunctional unnatural sialic acids were metabolically incorporated into cellular glycans, where the two chemical reporters exerted their distinct functions. This approach expands the capability of metabolic glycan labeling to probe sialylation and glycan鈥損rotein interactions.