Open AccessNovel pyrazine metabolites found in polymyxin biosynthesis by Paenibacillus polymyxa
Author(s) -
Beck Hans C,
Hansen Anne M,
Lauritsen Frants R
Publication year - 2003
Publication title -
fems microbiology letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.899
H-Index - 151
eISSN - 1574-6968
pISSN - 0378-1097
DOI - 10.1016/s0378-1097(03)00054-5
Subject(s) - paenibacillus polymyxa , chemistry , mass spectrometry , metabolite , chromatography , biosynthesis , bacillus subtilis , alkyl , pyrazine , elution , paenibacillus , bacteria , mass spectrum , biochemistry , stereochemistry , organic chemistry , biology , 16s ribosomal rna , genetics , gene , enzyme
A complex mixture of methyl‐branched alkyl‐substituted pyrazines was found in the growth medium of the polymyxin‐producing bacterium Paenibacillus polymyxa , and of these, seven are new natural compounds. A total of 19 pyrazine metabolites were identified. The dominant metabolite was 2,5‐diisopropylpyrazine as identified using a combination of high‐resolution mass spectrometry, 1 H‐ and 13 C‐nuclear magnetic resonance, gas chromatography‐mass spectrometry as well as co‐elution with an authentic standard. Its biosynthesis was correlated with growth and production was strongly stimulated by valine supplementation. The other pyrazine metabolites, all related pyrazines with either one, two or three alkyl substituents, were identified by means of their mass spectral data and/or co‐elution with authentic standards.