Abstract
1,9-Nonanedioic acid is one of the valuable building blocks for producing polyesters and polyamides. Thereby, whole-cell biosynthesis of 1,9-nonanedioic acid from oleic acid has been investigated. A recombinant Corynebacterium glutamicum, expressing the alcohol/aldehyde dehydrogenases (ChnDE) of Acinetobacter sp. NCIMB 9871, was constructed and used for the production of 1,9-nonanedioic acid from 9-hydroxynonanoic acid, which had been produced from oleic acid. When 9-hydroxynonanoic acid was added to a concentration of 20 mM in the reaction medium, 1,9-nonanedioic acid was produced to 16 mM within 8 h by the recombinant C. glutamicum. The dicarboxylic acid was isolated via crystallization and then used for the production of biopolyester by a lipase. For instance, the polyesterification of 1,9-nonanedioic acid and 1,8-octanediol in diphenyl ether by the immobilized lipase B from Candida antarctica led to formation of the polymer product with the number-average molecular weight (Mn) of approximately 21,000. Thereby, this study will contribute to biological synthesis of long chain dicarboxylic acids and their application for the enzymatic production of long chain biopolyesters.
Highlights
Oils and fatty acids are one of the representative renewable biomass [1,2]
Microbial production of ω-hydroxycarboxylic acids, α,ω-dicarboxylic acids, and ω-aminocarboxylic acids from fatty acids and fatty acid methyl esters have been reported [12,13,14,15]. 1,12-Dodecanedioic acid was produced from lauric acid methyl ester by the recombinant Escherichia coli expressing the alkane hydroxylase (e.g., AlkBGT) and alkane transporter (AlkL) of Pseudomonas putida GPo1 [16,17]
The enzymatic synthesis of polyesters and polyamides from biomass-derived monomers was Another maywith include the production of ω-hydroxycarboxylic acids, α,ω-dicarboxylic extensively example investigated increasing attention as an eco-friendly approach for producing acids and ω-aminocarboxylic acids via oxidative cleavage of a bond of chain fatty acids sustainable materials from renewable resources, and reducing greenhouse gaslong emissions and carbon [10,13,14,15,18,19,20,21]
Summary
Oils and fatty acids are one of the representative renewable biomass [1,2]. For instance, 189 million metric tons of vegetable oils were produced worldwide in 2013–2014 according to a USDA report (2015) [3]. The enzymatic synthesis of polyesters and polyamides from biomass-derived monomers was Another maywith include the production of ω-hydroxycarboxylic acids, α,ω-dicarboxylic extensively example investigated increasing attention as an eco-friendly approach for producing acids and ω-aminocarboxylic acids via oxidative cleavage of a. The enzymatic synthesis of polyesters and polyamides from biomass-derived monomers was extensively investigated with increasing attention as an eco-friendly approach for producing sustainable materials from renewable resources, and reducing greenhouse gas emissions and carbon footprint [24,25,26,27,28]. NCIMB 9871 [34] for the production of 1,9-nonanedioic acid from 9-hydroxynonanoic acid, which had been produced from oleic acid by the recombinant E. coli BL21(DE3) expressing the OhyA of S. maltophilia, the secondary alcohol dehydrogenase of M. luteus, the BVMO of P. putida KT2440, and the Polymers 2019, 11, 1690. The enzymatic production of polyesters from 1,9-nonanedioic acid and 1,8-octanediol was investigated
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