Late-stage peptide and protein modifications through phospha-Michael addition reaction
Pei‐Yang He, Huai Chen, Hong‐Guo Hu, Jin‐Jian Hu, Yeh‐Jun Lim, Yanmei Li
Abstract
We developed a late-stage modification strategy by a phospha-Michael addition reaction between various functional phosphines and unprotected dehydroalanine (Dha) peptides and proteins under mild conditions. This strategy was applied to generate a staple peptide to enhance its cell membrane penetrability, and it was also able to regulate α-synuclein aggregation properties and morphological characteristics with the addition of different charges.
Topics & Concepts
DehydroalaninePeptideMichael reactionChemistryCombinatorial chemistryPosttranslational modificationOrganic chemistryBiochemistryCatalysisEnzymeChemical Synthesis and AnalysisClick Chemistry and ApplicationsCarbohydrate Chemistry and Synthesis