Biosynthesis of volatiles by the myxobacterium Myxococcus xanthus |
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Authors: | Dickschat Jeroen S Wenzel Silke C Bode Helge B Müller Rolf Schulz Stefan |
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Affiliation: | Technische Universit?t Braunschweig, Institut für Organische Chemie, Hagenring 30, 38106 Braunschweig, Germany. |
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Abstract: | The volatiles emitted from cell cultures of myxobacterium Myxococcus xanthus were collected by use of a closed-loop stripping apparatus (CLSA) and analyzed by GC-MS. Two new natural products, (S)-9-methyldecan-3-ol ((S)-1) and 9-methyldecan-3-one (2), were identified and synthesized, together with other aliphatic ketones and alcohols, and terpenes. Biosynthesis of the two main components (S)-1 and 2 was examined in feeding experiments carried out with the wild-type strain DK1622 and two mutant strains JD300 and DK11017, which are impaired in the degradation pathway from leucine to isovaleryl-SCoA. Isovaleryl-SCoA is used as a starter, followed by chain elongation with two malonate units. Subsequent use of methyl malonate and decarboxylation leads to (S)-1 and 2. Furthermore, 3,3-dimethylacrylic acid (DMAA) can be used by the mutant strain to form isovaleryl-SCoA, which corroborates recent data on the detection of a novel variety of the mevalonate pathway giving rise to isovaleryl-SCoA from HMGCoA. |
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Keywords: | biosynthesis mass spectrometry myxobacteria polyketides volatile compounds |
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