Contemporary Approaches to α,β-Dehydroamino Acid Chemical Modifications

• 作 者: ZHANG Mengqian HE Peiyang LI Yanmei
• 机 构: Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology,Department of Chemistry,Tsing
• 出 处: 高等学校化学研究（英文版）
• 发表日期: 2021年5期
• 关键词: Dehydroamino acid Peptide Protein Chemical modification

As one of the most common unnatural amino acids(uAAs),α,β-dehydroamino acids(α,β-dhAAs) can be found in various ribosomally synthesized and post-translationally modified peptides(RiPPs) and other naturally occurring peptides.In recent years,novel reactions for α,β-dhAA modification continue to emerge.Due to their unique electrophilicity different from 20 natural amino acids,α,β-dhAAs,especially dehydroalanine(Dha),have become powerful tools for site-selective protein modification.In this review,we mainly focus on the latest research progress of C—C and C-heteroatom(C—X,X=S,N,Se,Si,P,B) bond formation methods based on α,β-dhAAs in the past five years.Particularly,we pay much attention to the α,β-dhAA derivatization methodologies used in the late-stage modification for natural peptides and proteins.In addition,we also focus on the downstream functionalization and therapeutic biologic applications of these modifications.