Highly Stable Meldrum's Acid Derivatives for Irreversible Aqueous Covalent Modification of Amines

Garrett J. Davis, Holly A. Sofka, John C. Jewett

Research output: Contribution to journalArticle

Abstract

This work describes the development of a highly stable and pH-responsive probe for lysine modification. The scaffold has marked stability in the presence of several biological nucleophiles and across a wide pH range (2-12). Several functional analogs showed robust labeling of a protein at pH > 9. Taken together, our system displays versatility and can be easily adapted for variety of applications, while demonstrating stability suitable for a wide range of biologically compatible systems.

Original languageEnglish (US)
Pages (from-to)2626-2629
Number of pages4
JournalOrganic Letters
Volume22
Issue number7
DOIs
StatePublished - Apr 3 2020

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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