Tripropeptins, novel antimicrobial agents produced by Lysobacter sp.
Planar structures of tripropeptins (TPPs) were elucidated by spectroscopic studies including various NMR measurements. Stereochemistry of constituent amino acids of tripropeptin C (TPPC) (3) was identified by marfey's method except hydroxyproline which was determined by studies of NMR and CD spectra. The absolute structure of 3 was determined by analyses of the fragments obtained by Birch reduction and LiBH4 reduction of 3. The configuration of the fatty acid, isolated from acid hydrolysate of 3, was determined to be (3R)-hydroxy-13-methyltetradecanoic acid from MS, NMR spectra and negative sign of the optical rotation.
Hashizume
Hideki
H
Microbial Chemistry Research Center, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan. hashizumeh@bikaken.or.jp
Hirosawa
Sehei
S
Sawa
Ryuichi
R
Muraoka
Yasuhiko
Y
Ikeda
Daishiro
D
Naganawa
Hiroshi
H
Igarashi
Masayuki
M
D017607:Aluminum Compounds / Q000737:chemistry; D000596:Amino Acids / Q000032:analysis; D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology; D002942:Circular Dichroism; D018020:Lithium Compounds / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000096:biosynthesis / Q000737:chemistry* / Q000494:pharmacology; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D044166:Xanthomonadaceae / Q000737:chemistry* / Q000378:metabolism
D017607:Aluminum Compounds; D000596:Amino Acids; D000890:Anti-Infective Agents; D018020:Lithium Compounds; D010456:Peptides, Cyclic; C042073:lithium aluminum hydride