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Biosynthesis of the Off‐Flavor 2‐Methylisoborneol by the Myxobacterium Nannocystis exedens
Author(s) -
Dickschat Jeroen S.,
Nawrath Thorben,
Thiel Verena,
Kunze Brigitte,
Müller Rolf,
Schulz Stefan
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200702496
Subject(s) - myxobacteria , flavor , chemistry , bacteria , biosynthesis , isotopomers , methylation , biochemistry , organic chemistry , biology , genetics , molecule , gene , enzyme
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 (GPP) is alkylated by S ‐adenosylmethionine (SAM) and the product is cyclized to 1 . The methylation of GPP is unprecedented in nature.