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Applied and Environmental Microbiology | 2011

Terminal olefin (1-alkene) biosynthesis by a novel p450 fatty acid decarboxylase from Jeotgalicoccus species.

Mathew Rude; Tarah S. Baron; Shane Brubaker; Murtaza F. Alibhai; Stephen B. del Cardayre; Andreas Schirmer

ABSTRACT Terminal olefins (1-alkenes) are natural products that have important industrial applications as both fuels and chemicals. However, their biosynthesis has been largely unexplored. We describe a group of bacteria, Jeotgalicoccus spp., which synthesize terminal olefins, in particular 18-methyl-1-nonadecene and 17-methyl-1-nonadecene. These olefins are derived from intermediates of fatty acid biosynthesis, and the key enzyme in Jeotgalicoccus sp. ATCC 8456 is a terminal olefin-forming fatty acid decarboxylase. This enzyme, Jeotgalicoccus sp. OleT (OleTJE), was identified by purification from cell lysates, and its encoding gene was identified from a draft genome sequence of Jeotgalicoccus sp. ATCC 8456 using reverse genetics. Heterologous expression of the identified gene conferred olefin biosynthesis to Escherichia coli. OleTJE is a P450 from the cyp152 family, which includes bacterial fatty acid hydroxylases. Some cyp152 P450 enzymes have the ability to decarboxylate and to hydroxylate fatty acids (in α- and/or β-position), suggesting a common reaction intermediate in their catalytic mechanism and specific structural determinants that favor one reaction over the other. The discovery of these terminal olefin-forming P450 enzymes represents a third biosynthetic pathway (in addition to alkane and long-chain olefin biosynthesis) to convert fatty acid intermediates into hydrocarbons. Olefin-forming fatty acid decarboxylation is a novel reaction that can now be added to the catalytic repertoire of the versatile cytochrome P450 enzyme family.


Archive | 2007

Production of fatty acids and derivatives thereof

Jay D. Keasling; Zhihao Hu; Chris Somerville; George M. Church; David Arthur Berry; Lisa Friedman; Andreas Schirmer; Shane Brubaker; Cardayre Stephen B. Del


Archive | 2009

Methods and compositions for producing hydrocarbons

Andreas Schirmer; Mathew Rude; Shane Brubaker


Archive | 2007

MODIFIED MICROORGANISM USES THEREFOR

Cardayre Stephen B. Del; Shane Brubaker; Jay D. Keasling


Archive | 2010

Method for producing a fatty alcohol or fatty aldehyde

Andreas Schirmer; Mathew Rude; Shane Brubaker


Archive | 2012

Methods and compositions for producing fatty alcohols and fatty aldehydes

Andreas Schirmer; Mathew Rude; Shane Brubaker


Archive | 2007

Modified microorganisms and uses therefor

Stephen B. del Cardayre; Shane Brubaker; Jay D. Keasling


Archive | 2012

Methods and compositions for producing alkanes and alkenes

Andreas Schirmer; Mathew Rude; Shane Brubaker


Archive | 2013

Methods and compositions for producing fatty alcohols or fatty aldehydes

Andreas Schirmer; Mathew Rude; Shane Brubaker


Archive | 2009

Methods and compositions for producing fatty acids and fatty alcohols

Andreas Schirmer; Mathew Rude; Shane Brubaker

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