56133-10-9Relevant academic research and scientific papers
General, Mild, and Metal-Free Synthesis of Phenyl Selenoesters from Anhydrides and Their Use in Peptide Synthesis
Temperini, Andrea,Piazzolla, Francesca,Minuti, Lucio,Curini, Massimo,Siciliano, Carlo
, p. 4588 - 4603 (2017/05/12)
A mild, practical, and simple procedure for phenyl selenoesters synthesis from several anhydrides and diphenyl diselenide was developed. This transition-metal-free method provides a straightforward entry to storable Fmoc-amino acid selenoesters which are effective chemoselective acylating reagents. An application to oligopeptide synthesis was illustrated.
Furan-based locked Z -vinylogous γ-amino acid stabilizing protein α-turn in water-soluble cyclic α3γ tetrapeptides
Krishna, Yarkali,Sharma, Shrikant,Ampapathi, Ravi S.,Koley, Dipankar
, p. 2084 - 2087 (2014/05/06)
Described here is the design, synthesis, and conformational analysis of cyclic tetrapeptides (CTPs) with α3γ architecture containing a furan-based locked Z-vinylogous amino acid (Vaa). This unnatural amino acid locks into a γ-turn that induces
Amino acid and peptide derivatives of the tylosin family of macrolide antibiotics modified by aldehyde function
Sumbatyan,Kuznetsova,Karpenko,Fedorova,Chertkov,Korshunova,Bogdanov
, p. 245 - 256 (2011/09/13)
Fourteen new functionally active amino acid and peptide derivatives of the antibiotics tylosin, desmycosin, and 5-O-mycaminosyltylonolide were synthesized in order to study the interaction of the growing polypeptide chain with the ribosomal tunnel. The co
Peptide derivatives of tylosin-related macrolides
Korshunova,Sumbatyan,Fedorova,Kuznetsova,Shishkina,Bogdanov
, p. 218 - 226 (2008/03/15)
Approaches to the synthesis of model compounds based on the tylosin-related macrolides desmycosin and O-mycaminosyltylonolide were developed to study the conformation and topography of the nascent peptide chain in the ribosome tunnel using specially designed peptide derivatives of macrolide antibiotics. A method for selective bromoacetylation of desmycosin at the hydroxyl group of mycinose was developed, which involves preliminary acetylation of mycaminose. The reaction of the 4″-bromoacetyl derivative of the antibiotic with cesium salts of the dipeptide Boc-Ala-Ala-OH and the hexapeptide MeOTr-Gly-Pro-Gly-Pro- Gly-Pro-OH led to the corresponding peptide derivatives of desmycosin. The protected peptides Boc-Ala-Ala-OH, Boc-Ala-Ala-Phe-OH, and Boc-Gly-Pro-Gly-Pro- Gly-Pro-OH were condensed with the C23-hydroxyl group of O- mycaminosyltylonolide.
