Labeled derivatives of N-methylolacrylamide (NMA) including 15 N-NMA, 13 C-NMA, and 13 C, 15 N-NMA were synthesized and purified. A required chemical precursor, 15 N-acrylamide, was also prepared. Reported methods for synthesizing unlabeled analogs are noted, and modifications to these methods for a
Biosynthetic uniform 13C,15N-labelling of zervamicin IIB. Complete 13C and 15N NMR assignment
✍ Scribed by Dr Tatyana V. Ovchinnikova; Zakhar O. Shenkarev; Zoya A. Yakimenko; Natalia V. Svishcheva; Andrey A. Tagaev; Dmitry A. Skladnev; Alexander S. Arseniev
- Publisher
- John Wiley and Sons
- Year
- 2003
- Tongue
- English
- Weight
- 178 KB
- Volume
- 9
- Category
- Article
- ISSN
- 1075-2617
- DOI
- 10.1002/psc.499
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✦ Synopsis
Abstract
Zervamicin IIB is a member of the α‐aminoisobutyric acid containing peptaibol antibiotics. A new procedure for the biosynthetic preparation of the uniformly ^13^C‐ and ^15^N‐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 ^13^C,^15^N‐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 ^13^C,^15^N‐labelled minimal medium containing ^13^C‐methanol and ^15^N‐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 ^13^C‐ and ^15^N‐NMR assignment including the stereospecific assignment of Aib residues methyl groups. The observed pattern of the structurally important secondary chemical shifts of ^1^H^α^, ^13^CO and ^13^C^α^ agrees well with the previously determined structure of zervamicin IIB in methanol solution. Copyright © 2003 European Peptide Society and John Wiley & Sons, Ltd.
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