Biosynthesis of the Off-Flavor 2-Methylisoborneol by the Myxobacterium Nannocystis exedens

被引:110
作者
Dickschat, Jeroen S.
Nawrath, Thorben
Thiel, Verena
Kunze, Brigitte
Mueller, Rolf
Schulz, Stefan
机构
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
[2] Helmholtz Zentrum Infektionsforsch, D-38124 Braunschweig, Germany
[3] Univ Saarland, Inst Pharmazeut Biotechnol, D-66123 Saarbrucken, Germany
关键词
biosynthesis; mass spectrometry; myxobacteria; terpenes; volatiles;
D O I
10.1002/anie.200702496
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A bouquet of bacteria: Methylisoborneol (1) is a widely occurring volatile from bacteria and an undesirable flavor (off-flavor) in the food industry. The analysis of isotopomers obtained by feeding isotopically labeled precursors to myxobacteria revealed the biosynthetic pathway to 1. Geranylpyrophosphate (CPP) is alkylated by S-adenosylmethionine (SAM) and the product is cyclized to 1. The methylation of GPP is unprecedented in nature. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:8287 / 8290
页数:4
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