Allene Functionalized Azobenzene Linker Enables Rapid and Light-Responsive Peptide Macrocyclization

作者:Jafari Mohammad R; Lakusta Jenner; Lundgren Rylan J; Derda Ratmir
来源:Bioconjugate Chemistry, 2016, 27(3): 509-514.
DOI:10.1021/acs.bioconjchem.6b00026

摘要

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.

  • 出版日期2016-3