N alpha-benzyloxycarbonyl-alpha-aminoisobutyryl-glycyl-L-isoleucyl- L-leucine methyl ester monohydrate.
(Z)-Aib-Gly-L-Ile-L-Leu-OMe.H2O, C27H42N4O7.H2O, is a protected analogue of the C-terminal sequence of the membrane-active peptaibol antibiotic trichogin A IV. The peptide backbone is folded. The urethane carbonyl O atom acts as the acceptor of two intramolecular hydrogen bonds which give rise to a beta bend and to an alpha bend. The geometry of the latter is significantly distorted from that observed in alpha helices. This structure represents the first observation of an alpha bend in a protected tetrapeptide sequence.
Crisma
M
M
Department of Organic Chemistry, University of Padova, Italy.
Valle
G
G
Monaco
V
V
Formaggio
F
F
Toniolo
C
C
D000595:Amino Acid Sequence; D000900:Anti-Bacterial Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D055666:Lipopeptides; D008958:Models, Molecular; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000737:chemistry*; D010455:Peptides
C087938:2-methylalanyl-glycyl-isoleucyl-leucine methyl ester; D000900:Anti-Bacterial Agents; D055666:Lipopeptides; D009842:Oligopeptides; D010455:Peptides; C087937:trichogin A IV