title: Structural characterization of daptomycin analogues A21978C1-3(d-Asn11) produced by a recombinant Streptomyces roseosporus strain.
abstract: Three daptomycin-related lipopeptides, A21978C1-3(d-Asn11) (2-4), were purified from the fermentation broth of a recombinant Streptomyces roseosporus strain. Their chemical structures were determined by analyses of the biosynthetic pathway, chemical transformations, d,l-amino acid quantitation by enantiomer labeling, tandem LC-MS/MS, and 2D-NMR techniques. Compounds 2-4 exhibited potent antibacterial activity against Staphylococcus aureus with MIC values of 0.6, 0.3, and 0.15 microM, respectively, well correlated to the acyl tail chain length.
authors.affiliation: Cubist Pharmaceuticals, Inc., 65 Hayden Avenue, Lexington, Massachusetts 02421, USA. jian-qiao.gu@cubist.com
authors.forename: Jian-Qiao
authors.initials: JQ
authors.lastname: Gu
authors.forename: Kien T
authors.initials: KT
authors.lastname: Nguyen
authors.forename: Chhayal
authors.initials: C
authors.lastname: Gandhi
authors.forename: Vineet
authors.initials: V
authors.lastname: Rajgarhia
authors.forename: Richard H
authors.initials: RH
authors.lastname: Baltz
authors.forename: Paul
authors.initials: P
authors.lastname: Brian
authors.forename: Min
authors.initials: M
authors.lastname: Chu
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001216:Asparagine / Q000737:chemistry; D017576:Daptomycin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D030781:Organisms, Genetically Modified; D013211:Staphylococcus aureus / Q000187:drug effects; D013302:Streptomyces / Q000737:chemistry* / Q000235:genetics
chemical_list: D000900:Anti-Bacterial Agents; D001216:Asparagine; D017576:Daptomycin