Biotransformation of docosahexaenoic acid into 10R,17S-dihydroxydocosahexaenoic acid as protectin DX 10-epimer by serial reactions of arachidonate 8R- and 15S-lipoxygenases.
10R,17S-dihydroxydocosahexaenoic acid
Arachidonate 15S-lipoxygenase
Arachidonate 8R-lipoxygenase
Protectin DX 10-epimer
Specialized pro-resolving mediator
Journal
World journal of microbiology & biotechnology
ISSN: 1573-0972
Titre abrégé: World J Microbiol Biotechnol
Pays: Germany
ID NLM: 9012472
Informations de publication
Date de publication:
29 May 2024
29 May 2024
Historique:
received:
14
11
2023
accepted:
22
05
2024
medline:
29
5
2024
pubmed:
29
5
2024
entrez:
29
5
2024
Statut:
epublish
Résumé
Protectins, 10,17-dihydroxydocosahexaenoic acids (10,17-DiHDHAs), are belonged to specialized pro-resolving mediators (SPMs). Protectins are generated by polymorphonuclear leukocytes in humans and resolve inflammation and infection in trace amounts. However, the quantitative production of protectin DX 10-epimer (10-epi-PDX, 10R,17S-4Z,7Z,11E,13Z,15E,19Z-DiHDHA) has been not attempted to date. In this study, 10-epi-PDX was quantitatively produced from docosahexaenoic acid (DHA) by serial whole-cell biotransformation of Escherichia coli expressing arachidonate (ARA) 8R-lipoxygenase (8R-LOX) from the coral Plexaura homomalla and E. coli expressing ARA 15S-LOX from the bacterium Archangium violaceum. The optimal bioconversion conditions to produce 10R-hydroxydocosahexaenoic acid (10R-HDHA) and 10-epi-PDX were pH 8.0, 30 °C, 2.0 mM DHA, and 4.0 g/L cells; and pH 8.5, 20 °C, 1.4 mM 10R-HDHA, and 1.0 g/L cells, respectively. Under these optimized conditions, 2.0 mM (657 mg/L) DHA was converted into 1.2 mM (433 mg/L) 10-epi-PDX via 1.4 mM (482 mg/L) 10R-HDHA by the serial whole-cell biotransformation within 90 min, with a molar conversion of 60% and volumetric productivity of 0.8 mM/h (288 mg/L/h). To the best of our knowledge, this is the first quantitative production of 10-epi-PDX. Our results contribute to the efficient biocatalytic synthesis of SPMs.
Identifiants
pubmed: 38809492
doi: 10.1007/s11274-024-04032-9
pii: 10.1007/s11274-024-04032-9
doi:
Substances chimiques
Docosahexaenoic Acids
25167-62-8
Arachidonate 15-Lipoxygenase
EC 1.13.11.33
Arachidonate Lipoxygenases
EC 1.13.11.-
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
219Subventions
Organisme : Ministry of Science and ICT, South Korea
ID : 2020R1A4A101864812
Organisme : Ministry of Science and ICT, South Korea
ID : 2020R1A4A101864812
Informations de copyright
© 2024. The Author(s), under exclusive licence to Springer Nature B.V.
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