Biotransformation of C20- and C22-polyunsaturated fatty acids to 11S- and 13S-hydroxy fatty acids by Escherichia coli expressing 11S-lipoxygenase from Enhygromyxa salina

• Published in: Biotechnology letters 2022-09, Vol.44 (9), p.1027-1036
• Main Authors: Lee, Jin, Kim, Tae-Hun, Shin, Kyung-Chul, Lee, Tae-Eui, Kim, Min-Ju, Oh, Deok-Kun
• Format: Article
• Language: English
• Subjects: Applied Microbiology; Bacteria; Biochemistry; Biomedical and Life Sciences; Biotechnology; Biotransformation; Conversion; Cysteine; E coli; Eicosapentaenoic acid; Enhygromyxa; Escherichia coli; Fatty acids; Fish oils; Life Sciences; Lipoxygenase; Liquid oxygen; Microbiology; Original Research Paper; Peroxidation; Polyunsaturated fatty acids; Reducing agents
• ISSN: 0141-5492; 1573-6776
• DOI: 10.1007/s10529-022-03278-3

Purpose Peroxidation and reduction of 11 S - and 13 S -positions on C20 and C22 polyunsaturated fatty acids (PUFAs) by Escherichia coli expressing highly active arachidonate (ARA) 11 S -lipoxygenase (11 S -LOX) from Enhygromyxa salina with the reducing agent cysteine. Results The specific activity and catalytic efficiency of ARA 11 S -LOX from E. salina were 4.1- and 91-fold higher than those of only reported ARA 11 S -LOX from Myxococcus xanthus , respectively. The hydroxy fatty acids (HFAs) obtained by the biotransformation of ARA, eicosapentaenoic acid (EPA), docosapentaenoic acid (DPA), and docosahexanoic acid (DHA) by Escherichia coli expressing 11 S -LOX from E. salina in the presence of cysteine were identified as 11 S -hydroxyeicosatetraenoic acid (11 S -HETE), 11 S -hydroxyeicosapentaenoic acid (11 S -HEPE), 13 S -hydroxydocosapentaenoic acid (13 S -HDPA), and 13 S -hydroxydocosahexaenoic acid (13 S -HDHA), respectively. The recombinant cells converted 3 mM of ARA, EPA, DPA, and DHA into 2.9 mM of 11 S -HETE, 2.4 mM 11 S -HEPE, 1. 9 mM 13 S -HDPA, and 2.2 mM 13 S -HDHA in 60, 80, 120, and 120 min, corresponding to productivities of 72.5, 40.4, 18.5, and 22.4 μM min −1 and conversion yields of 96.7, 80.0, 62.3, and 74.6%, respectively. Conclusions We report the highest concentrations, conversion yields, and productivities of 11 S - and 13 S -hydroxy fatty acids from C20- and C22-PUFAs achieved via E. coli expressing highly active E. salina 11 S -LOX.