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Biosynthetic Uniform 13C,15N-labelling of Zervamicin IIB. Complete 13C and 15N NMR Assignment

Tatyana V Ovchinnikova, Zakhar O Shenkarev, Zoya A Yakimenko, Natalia V Svishcheva, Andrey A Tagaev, Dmitry A Skladnev, Alexander S Arseniev

J Pept Sci. Nov-Dec 2003;9(11-12):817-26.

PMID: 14658801

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP285978247 Glyphosate-2-13C,15N Glyphosate-2-13C,15N 285978-24-7 Price
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