Jafari Mohammad R, Lakusta Jenner, Lundgren Rylan J, Derda Ratmir
Department of Chemistry and ‡Alberta Glycomics Centre, University of Alberta , Edmonton, Alberta T6G 2G2, Canada.
Bioconjug Chem. 2016 Mar 16;27(3):509-14. doi: 10.1021/acs.bioconjchem.6b00026. Epub 2016 Feb 29.
In this manuscript, we describe the efficient synthesis of a bis(allenamide) functionalized water-soluble azobenzene reagent (BSBDA) and its application as a new tool for the rapid generation of visible light-responsive macrocyclic peptides and peptide libraries displayed on the surface of bacteriophage. The allenamide functionality promotes cysteine ligation in model peptides and those displayed on phage with rates 2-3 orders of magnitude faster than the established alkyl halide containing azobenzenes.
在本手稿中，我们描述了一种双（丙二烯酰胺）功能化的水溶性偶氮苯试剂（BSBDA）的高效合成及其作为一种新工具的应用，该工具用于快速生成可见光响应性大环肽以及展示在噬菌体表面的肽库。丙二烯酰胺官能团促进模型肽以及展示在噬菌体上的肽中的半胱氨酸连接，其速率比已有的含偶氮苯的卤代烷快2 - 3个数量级。
