Biosynthetic uniform 13C,15N-labelling of zervamicin IIB. Complete 13C and 15N NMR assignment.
Zervamicin IIB is a member of the alpha-aminoisobutyric acid containing peptaibol antibiotics. A new procedure for the biosynthetic preparation of the uniformly 13C- and 15N-enriched peptaibol is described This compound was isolated from the biomass of the fungus-producer Emericellopsis salmosynnemata strain 336 IMI 58330 obtained upon cultivation in the totally 13C, 15N-labelled complete medium. To prepare such a medium the autolysed biomass and the exopolysaccharides of the obligate methylotrophic bacterium Methylobacillus flagellatus KT were used. This microorganism was grown in totally 13C, 15N-labelled minimal medium containing 13C-methanol and 15N-ammonium chloride as the only carbon and nitrogen sources. Preliminary NMR spectroscopic analysis indicated a high extent of isotope incorporation (> 90%) and led to the complete 13C- and 15N-NMR assignment including the stereospecific assignment of Aib residues methyl groups. The observed pattern of the structurally important secondary chemical shifts of 1H(alpha), 13C=O and 13C(alpha) agrees well with the previously determined structure of zervamicin IIB in methanol solution.
Ovchinnikova
Tatyana V
TV
Shemyakin & Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia. ovch@ibch.ru
Shenkarev
Zakhar O
ZO
Yakimenko
Zoya A
ZA
Svishcheva
Natalia V
NV
Tagaev
Andrey A
AA
Skladnev
Dmitry A
DA
Arseniev
Alexander S
AS
D000595:Amino Acid Sequence; D002247:Carbon Isotopes; D032842:Emericella / Q000737:chemistry / Q000254:growth & development; D005285:Fermentation; D005656:Fungal Proteins / Q000096:biosynthesis / Q000737:chemistry*; D007476:Ionophores; D007553:Isotope Labeling / Q000379:methods*; D009587:Nitrogen Isotopes; D019906:Nuclear Magnetic Resonance, Biomolecular; D054848:Peptaibols; D010455:Peptides / Q000737:chemistry*
D002247:Carbon Isotopes; D005656:Fungal Proteins; D007476:Ionophores; D009587:Nitrogen Isotopes; D054848:Peptaibols; D010455:Peptides; C077077:zervamicin IIB