Synthesis of Hetero-bifunctional Azobenzene Glycoconjugates for Bioorthogonal Cross-Linking of Proteins

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• 作者：Anne Mü ; ller and Thisbe K. Lindhorst
• 关键词：Glycoconjugates ; Protein modifications ; Bioorthogonality ; Photochemistry
• 刊名：European Journal of Organic Chemistry
• 出版年：2016
• 出版时间：March 2016
• 年：2016
• 卷：2016
• 期：9
• 页码：1669-1672
• 全文大小：678K
• ISSN：1099-0690

文摘

Modification of proteins with azobenzene derivatives allows their form and function to be controlled by photochemical E/Z isomerization of the azobenzene N=N bond. Because azobenzene glycoconjugates (ABGs) are particularly promising cross-linkers for the modification of peptides and proteins, we advanced the collection of so far known homo-bifunctional ABGs with the synthesis of hitherto unknown hetero-bifunctionalized ABGs. Alkyne and alkene, alkyne and sulfhydryl, and azido and alkene functions were combined in one molecule to serve as bioorthogonal reaction pairs. With this, access to a multitude of photosensitive proteins is provided.