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Multi-step enzymatic synthesis of 1,9-nonanedioic acid from a renewable fatty acid and its application for the enzymatic production of biopolyesters

Lee, Hyun Ju ; Kang, Young Seo ; Kim, Chae Yun ; Seo, Eun Ji ; Pyo, Sang Hyun LU and Park, Jin Byung (2019) In Polymers 11(10).
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... (More)

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.

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author
; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Alcohol/aldehyde dehydrogenase, Corynebacterium glutamicum, Polyester, Polyesterification, Whole-cell biocatalyst, α ω-dicarboxylic acids
in
Polymers
volume
11
issue
10
article number
1690
publisher
MDPI AG
external identifiers
  • scopus:85074508056
  • pmid:31618998
ISSN
2073-4360
DOI
10.3390/polym11101690
language
English
LU publication?
yes
id
06e017cb-3e7e-447b-926c-bb52e0ce1029
date added to LUP
2019-11-21 09:56:31
date last changed
2024-10-02 16:41:28
@article{06e017cb-3e7e-447b-926c-bb52e0ce1029,
  abstract     = {{<p>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 (M<sub>n</sub>) 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.</p>}},
  author       = {{Lee, Hyun Ju and Kang, Young Seo and Kim, Chae Yun and Seo, Eun Ji and Pyo, Sang Hyun and Park, Jin Byung}},
  issn         = {{2073-4360}},
  keywords     = {{Alcohol/aldehyde dehydrogenase; Corynebacterium glutamicum; Polyester; Polyesterification; Whole-cell biocatalyst; α ω-dicarboxylic acids}},
  language     = {{eng}},
  number       = {{10}},
  publisher    = {{MDPI AG}},
  series       = {{Polymers}},
  title        = {{Multi-step enzymatic synthesis of 1,9-nonanedioic acid from a renewable fatty acid and its application for the enzymatic production of biopolyesters}},
  url          = {{http://dx.doi.org/10.3390/polym11101690}},
  doi          = {{10.3390/polym11101690}},
  volume       = {{11}},
  year         = {{2019}},
}