title: An NMR study of eremomycin and its derivatives. Full 1H and 13C assignment, motional behavior, dimerization and complexation with Ac-D-Ala-D-Ala.
abstract: Complete 1H and 13C NMR assignments are presented for eremomycin (1) and some of its desglycosylated derivatives 2, 3 and compared to the structurally closely related glycopeptide vancomycin. Primary structure and stereochemistry of eremomycin is corroborated by the present high field total correlation spectroscopy, NOESY and heteronuclear multiple-bond correlation NMR methods. A rough motional characterization of the title compound is attempted by 13C-T1 and 13C-[1H] NOE measurements. Dimerization of eremomycin is observed both in DMSO-d6-CCl4 and D2O solutions. Complexation with cell wall analogue dipeptide Ac-D-Ala-D-Ala is also demonstrated.
authors.affiliation: Research Group for Antibiotics, Hungarian Academy of Sciences, Debrecen.
authors.forename: G
authors.initials: G
authors.lastname: Batta
authors.forename: F
authors.initials: F
authors.lastname: Sztaricskai
authors.forename: K E
authors.initials: KE
authors.lastname: Kövér
authors.forename: C
authors.initials: C
authors.lastname: Rüdel
authors.forename: T F
authors.initials: TF
authors.lastname: Berdnikova
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D006020:Glycopeptides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014640:Vancomycin / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D006020:Glycopeptides; C053759:eremomycin; D014640:Vancomycin