[Amino acid and peptide derivatives of the tylosin family of macrolide antibiotics modified at the aldehyde group].
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 conjugation of various amino acids and peptides with a macrolide aldehyde group was carried out by two methods: direct reductive amination with the isolation of the intermediate Schiff bases or through binding via oxime using the preliminarily obtained derivatives of 2-aminooxyacetic acid.
Sumbatian
N V
NV
Faculty of Chemistry, Moscow State University, Moscow, 119991 Russia. sumbtyan@belozersky.msu.ru
Kuznetsova
I V
IV
Karpenko
V V
VV
Fedorova
N V
NV
Chertkov
V A
VA
Korshunova
G A
GA
Bogdanov
A A
AA
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D015645:Tylosin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
D000596:Amino Acids; D000900:Anti-Bacterial Agents; D009842:Oligopeptides; D015645:Tylosin