title: Surugamides A-E, cyclic octapeptides with four D-amino acid residues, from a marine Streptomyces sp.: LC-MS-aided inspection of partial hydrolysates for the distinction of D- and L-amino acid residues in the sequence.
abstract: Surugamides A-E (1-5), cyclic octapeptides with four D-amino acid residues, were isolated from the broth of marine-derived Streptomyces sp. Their planar structures were determined by analyses of spectroscopic data, and the absolute configuration of constituent amino acid residues was determined by the Marfey's method. Differentiation of D-Ile and L-Ile in the sequence was established by chiral analysis of fragment peptides obtained from the partial hydrolysate, whose identification was conducted by LC-MS/MS.
authors.affiliation: Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Tokyo 113-8657, Japan.
authors.forename: Kentaro
authors.initials: K
authors.lastname: Takada
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ninomiya
authors.forename: Masato
authors.initials: M
authors.lastname: Naruse
authors.forename: Yi
authors.initials: Y
authors.lastname: Sun
authors.forename: Masayuki
authors.initials: M
authors.lastname: Miyazaki
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Nogi
authors.forename: Shigeru
authors.initials: S
authors.lastname: Okada
authors.forename: Shigeki
authors.initials: S
authors.lastname: Matsunaga
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002853:Chromatography, Liquid; D006868:Hydrolysis; D008968:Molecular Conformation; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*; D053719:Tandem Mass Spectrometry
chemical_list: D000596:Amino Acids; D010456:Peptides, Cyclic