Iterative design of a biomimetic catalyst for amino acid thioester condensation

Huabin Wu, Handoko, Monika Raj, Paramjit S. Arora

Research output: Contribution to journalArticlepeer-review


Herein, the design of a catalyst that combines lessons learned from peptide biosynthesis, enzymes, and organocatalysts is described. The catalyst features a urea scaffold for carbonyl recognition and elements of nucleophilic catalysis. In the presence of 10 mol % of the organocatalyst, the rate of peptide bond formation is accelerated by 10000-fold over the uncatalyzed reaction between Fmoc-amino acid thioesters and amino acid methyl esters.

Original languageEnglish (US)
Pages (from-to)5122-5125
Number of pages4
JournalOrganic Letters
Issue number19
StatePublished - Oct 6 2017

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


Dive into the research topics of 'Iterative design of a biomimetic catalyst for amino acid thioester condensation'. Together they form a unique fingerprint.

Cite this