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Microbial Desaturation of Bis(1‐chloro‐2‐propyl) Ether into a Dichloro Vinyl Ether
Author(s) -
Garbe LeifAlexander,
MorenoHorn Marcus,
Rewicki Dieter,
Tressl Roland,
Görisch Helmut
Publication year - 2004
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200300904
Subject(s) - vinyl ether , ether , chemistry , nuclear magnetic resonance spectroscopy , organic chemistry , rhodococcus , reaction mechanism , catalysis , enzyme , copolymer , polymer
Bye‐bye, by‐product? It is shown that the mechanism of activation of the undesirable industrial by‐product 1 by a Rhodococcus species strain proceeds via a reactive dichloro vinyl ether 2 and subsequent formation of chloroacetone and 1‐chloropropan‐2‐ol. The hitherto unknown intermediate 2 was isolated, characterized by MS and NMR spectroscopy and chemically synthesized. The formation of a vinyl ether intermediate could represent a general microbial strategy for degrading ethers.