Microbial Desaturation of Bis(1‐chloro‐2‐propyl) Ether into a Dichloro Vinyl Ether | Zendy

Garbe LeifAlexander | Zendy; MorenoHorn Marcus | Zendy; Rewicki Dieter | Zendy; Tressl Roland | Zendy; Görisch Helmut | Zendy

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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.

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