EZ-configurational assignment of N-acetyl-α,β-dehydrotryptophan ethyl ester produced by L-tryptophan 2′,3′-oxidase from Chromobacterium violaceum

Asymmetric deuteration of N-acetyl-(Z)-α

Asymmetric deuteration of N-acetyl-(Z)-α,β-dehydrotryptophan-(L)-phenylalanine methyl ester produced by (L)-tryptophan 2′,3′-oxidase from Chromobacterium violaceum. A new route for stereospecific labelling of peptides

✍ Akli Hammadi; André Ménez; Roger Genet 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 377 KB

A novel approach to the synthesis of labelled (2H, ~H) peptides through the catalytic asymmetric reduction of AZTrp containing peptides, using rhodium complexes with chiral diphosphine ligands as the catalysts, is described. Ac-AZTrp-(L)-Phe-OMe is used as a model substrate to study this new route.