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Production of Odd-Carbon Dicarboxylic Acids in Escherichia coli Using an Engineered Biotin–Fatty Acid Biosynthetic Pathway

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/jacs.6b11895· OSTI ID:1393217
 [1];  [1];  [1];  [1];  [1];  [1];  [1]
  1. Joint BioEnergy Inst. (JBEI), Emeryville, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Physical Bioscience Division

Dicarboxylic acids are commodity chemicals used in the production of plastics, polyesters, nylons, fragrances, and medications. Bio-based routes to dicarboxylic acids are gaining attention due to environmental concerns about petroleum-based production of these compounds. Some industrial applications require dicarboxylic acids with specific carbon chain lengths, including odd-carbon species. Biosynthetic pathways involving cytochrome P450-catalyzed oxidation of fatty acids in yeast and bacteria have been reported, but these systems produce almost exclusively even-carbon species. Here in this paper we report a novel pathway to odd-carbon dicarboxylic acids directly from glucose in Escherichia coli by employing an engineered pathway combining enzymes from biotin and fatty acid synthesis. Optimization of the pathway will lead to industrial strains for the production of valuable odd-carbon diacids.

Research Organization:
Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Biological and Environmental Research (BER) (SC-23)
Grant/Contract Number:
AC02-05CH11231
OSTI ID:
1393217
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 13 Vol. 139; ISSN 0002-7863
Publisher:
American Chemical Society (ACS)Copyright Statement
Country of Publication:
United States
Language:
English

References (16)

Direct biosynthesis of adipic acid from a synthetic pathway in recombinant Escherichia coli: Adipic Acid Production From a Synthetic Pathway journal July 2014
Synthesis of adipic acid via nitric acid oxidation of cyclohexanol in a two-step continuous process journal May 1991
The Serratia marcescens bioH gene encodes an esterase journal January 2003
Synthesis of the α,ω-dicarboxylic acid precursor of biotin by the canonical fatty acid biosynthetic pathway journal June 2011
Production of anteiso-branched fatty acids in Escherichia coli; next generation biofuels with improved cold-flow properties journal November 2014
Integrated engineering of β-oxidation reversal and ω-oxidation pathways for the synthesis of medium chain ω-functionalized carboxylic acids journal March 2015
Engineering a Polyketide Synthase for In Vitro Production of Adipic Acid journal November 2015
Engineering Escherichia coli for Conversion of Glucose to Medium-Chain ω-Hydroxy Fatty Acids and α,ω-Dicarboxylic Acids journal December 2015
Benzene-Free Synthesis of Adipic Acid journal April 2002
Synthesis of Pimelic Acid and α-Substituted Pimelic Acid and Intermediates1 journal January 1952
A Convenient Preparation of Suberic Acid. Concerning the Homogeneity and use in Synthesis of Polymethylene Chlorobromide Preparations journal January 1949
Biotin synthesis begins by hijacking the fatty acid synthetic pathway journal August 2010
Closing in on complete pathways of biotin biosynthesis journal January 2011
Defective Export of a Periplasmic Enzyme Disrupts Regulation of Fatty Acid Synthesis journal March 1995
The BioC O-Methyltransferase Catalyzes Methyl Esterification of Malonyl-Acyl Carrier Protein, an Essential Step in Biotin Synthesis journal October 2012
Topical azelaic acid and the treatment of acne: a clinical and laboratory comparison with oral tetracycline journal April 1986

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