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Biological Reaction Engineering for the Preparation of C9 Chemicals from Oleic Acid: 9-Aminononanoic Acid, 1,9-Nonanediol, 9-Amino-1-nonanol, and 1,9-Diaminononane

Title
Biological Reaction Engineering for the Preparation of C9 Chemicals from Oleic Acid: 9-Aminononanoic Acid, 1,9-Nonanediol, 9-Amino-1-nonanol, and 1,9-Diaminononane
Authors
HwangSe-YeunWooJi-MinChoiGo EunOhDeok-KunSeoJoo-HyunParkJin-Byung
Ewha Authors
박진병우지민
SCOPUS Author ID
박진병scopus; 우지민scopus
Issue Date
2024
Journal Title
ACS Catalysis
ISSN
2155-5435JCR Link
Citation
ACS Catalysis vol. 14, no. 6, pp. 4130 - 4138
Keywords
1,9-diaminononane1,9-nonanediol9-amino-1-nonanol9-aminononanoic acidwhole-cell biocatalysis
Publisher
American Chemical Society
Indexed
SCIE; SCOPUS WOS scopus
Document Type
Article
Abstract
Engineering of native and recombinant enzyme reactions in whole-cell biocatalysis may allow the production of a variety of chemicals. In particular, fine-tuning of the reaction selectivity may enable the preparation of a desired product to a high conversion. Here, we demonstrated that various C9 chemicals such as 9-aminononanoic acid, 1,9-nonanediol, 9-amino-1-nonanol, and 1,9-diaminononane could be produced from renewable C18 oleic acid. As a representative example, activation of six recombinant enzyme reactions (e.g., fatty acid double bond hydratase, long-chain secondary alcohol dehydrogenase, Baeyer-Villiger monooxygenase, lipase, primary alcohol dehydrogenase, and ω-aminotransferases) with repression of one native enzyme reaction (i.e., aldehyde dehydrogenase) in Escherichia coli-based biocatalysis led to the formation of 9-aminononanoic acid with an isolation yield of 54% from oleic acid via 10-hydroxyoctadecanoic acid, 10-keto-octadecanoic acid, 9-(nonanoyloxy)nonanoic acid, 9-hydroxynonanoic acid, and 9-oxo-nonanoic acid. This study will contribute to biosynthesis of not only ω-aminoalkanoic acids but also ω-amino-1-alkanols and α,ω-diaminoalkanes from renewable fatty acids (e.g., oleic acid and ricinoleic acid). © 2024 American Chemical Society.
DOI
10.1021/acscatal.4c00302
Appears in Collections:
공과대학 > 식품생명공학과 > Journal papers
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