Rhodopeptins, novel cyclic tetrapeptides with antifungal activities from Rhodococcus sp. II. Structure elucidation.
The structures of rhodopeptins, novel antifungal peptides, were determined on the basis of physico-chemical analyses of the intact molecules and their acid hydrolysates. The structures of rhodopeptins C1, C2, C3, C4 and B5 were determined to be cyclo (-Gly-L-Orn-L-Val-3-amino-10-methyldodecanoyl-), cyclo (-Gly-L-Orn-L-Ile-3-amino-10-methyldodecanoyl-), cyclo (-Gly-L-Orn-L-Val-3-amino-12-methyltridecanoyl-), cyclo (-Gly-L-Orn-L-Val-3-amino- 12-methyltetradecanoyl-) and cyclo (-Gly-L-Lys-L-Val-3-amino-13-methyltetradecanoyl-), respectively. They are novel cyclic tetrapeptides containing a lipophilic beta-amino acid.
Chiba
H
H
Process Development Laboratories, Mercian Corporation, Iwata-shi, Shizuoka, Japan.
Agematu
H
H
Dobashi
K
K
Yoshioka
T
T
D000595:Amino Acid Sequence; D000935:Antifungal Agents / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*; D012240:Rhodococcus / Q000378:metabolism; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000935:Antifungal Agents; D010456:Peptides, Cyclic; C401441:rhodopeptin B5; C401214:rhodopeptin C1; C401215:rhodopeptin C2; C401216:rhodopeptin C3; C401217:rhodopeptin C4