1359014-85-9Relevant academic research and scientific papers
Iterative design of a biomimetic catalyst for amino acid thioester condensation
Wu, Huabin,Handoko,Raj, Monika,Arora, Paramjit S.
, p. 5122 - 5125 (2017)
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.
Decarbonylative approach to the synthesis of enamides from amino acids: Stereoselective synthesis of the (Z)-aminovinyl-d-cysteine unit of mersacidin
Garcia-Reynaga, Pablo,Carrillo, Angela K.,Vannieuwenhze, Michael S.
supporting information; experimental part, p. 1030 - 1033 (2012/04/04)
The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described.
