Comparative analysis of substrate- and regio-selectivity of HpaB monooxygenases and their application to hydroxydaidzein synthesis DOI Creative Commons

Sachiko Watanabe,

Hideki Kato,

Keiji Yoshinaga

et al.

Journal of Biotechnology, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

4-Hydroxyphenylacetate 3-hydroxylase (HpaB) has high potential for use in polyphenol synthesis via ortho-hydroxylation. Although the HpaB enzymes from Pseudomonas aeruginosa (PaHpaB) and Escherichia coli (EcHpaB) have been well studied, few studies compared their activity substrate selectivity. Thus, which is optimal biotechnological production of polyphenols unclear. In this study, we performed a comparative analysis substrate- regio-selectivity PaHpaB, EcHpaB, recently discovered enzyme Rhodococcus opacus (RoHpaB). The these was first toward representative aromatic substrates. PaHpaB EcHpaB exhibited very similar catalytic p-coumaric acid tyrosol with one benzene ring, whereas greater than resveratrol naringenin two rings. These results suggest that superior to converting bulky compounds. Furthermore, also flavonoid, daidzein (7,4'-dihydroxyisoflavone), did not. RoHpaB strong addition other Interestingly, hydroxylated 6-position daidzein, 3'-position. enabled facile not only 6-hydroxydaidzein 3'-hydroxydaidzein but 6,3'-dihydroxydaidzein cascade reaction. This study demonstrate hydroxydaidzeins using enzymes.

Language: Английский

Engineering of 4-hydroxyphenylacetate 3-hydroxylase derived from Pseudomonas aeruginosa for the ortho-hydroxylation of ferulic acid DOI

Ping Sun,

Pu Zheng, Pengcheng Chen

et al.

International Journal of Biological Macromolecules, Journal Year: 2024, Volume and Issue: 264, P. 130545 - 130545

Published: Feb. 29, 2024

Language: Английский

Citations

4

Secondary metabolites from marine fungus Penicillium chrysogenum VH17 and their antimicrobial and cytotoxic potential DOI
Nguyễn Mai Anh, Lê Minh, Nguyễn Thùy Linh

et al.

Bioscience Biotechnology and Biochemistry, Journal Year: 2024, Volume and Issue: 88(11), P. 1254 - 1260

Published: Aug. 16, 2024

ABSTRACT One new compound, methyl 3-((1-((2-carbamoylphenyl)amino)-1-oxopropan-2-yl)amino)-3-oxopropanoate (1), along with 9 known secondary metabolites (2-10) were isolated and elucidated chemical structures from the methanol extract of marine-derived fungus Penicillium chrysogenum VH17. Subsequent bioassays showed antimicrobial cytotoxic potential compounds. All compounds 1-10 displayed effects against at least one tested reference microorganism MIC values ranging 32 to 256 µg mL−1. Furthermore, compound 4 exhibited significant cytotoxicity all cell lines, HepG2, A549, MCF7 IC50 29.43 ± 1.37, 33.02 1.53, 36.72 1.88 µM, respectively, whereas 3 weak HepG2 lines 87.17 6.31 97.32 5.66 respectively.

Language: Английский

Citations

1

Comparative analysis of substrate- and regio-selectivity of HpaB monooxygenases and their application to hydroxydaidzein synthesis DOI Creative Commons

Sachiko Watanabe,

Hideki Kato,

Keiji Yoshinaga

et al.

Journal of Biotechnology, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 1, 2024

4-Hydroxyphenylacetate 3-hydroxylase (HpaB) has high potential for use in polyphenol synthesis via ortho-hydroxylation. Although the HpaB enzymes from Pseudomonas aeruginosa (PaHpaB) and Escherichia coli (EcHpaB) have been well studied, few studies compared their activity substrate selectivity. Thus, which is optimal biotechnological production of polyphenols unclear. In this study, we performed a comparative analysis substrate- regio-selectivity PaHpaB, EcHpaB, recently discovered enzyme Rhodococcus opacus (RoHpaB). The these was first toward representative aromatic substrates. PaHpaB EcHpaB exhibited very similar catalytic p-coumaric acid tyrosol with one benzene ring, whereas greater than resveratrol naringenin two rings. These results suggest that superior to converting bulky compounds. Furthermore, also flavonoid, daidzein (7,4'-dihydroxyisoflavone), did not. RoHpaB strong addition other Interestingly, hydroxylated 6-position daidzein, 3'-position. enabled facile not only 6-hydroxydaidzein 3'-hydroxydaidzein but 6,3'-dihydroxydaidzein cascade reaction. This study demonstrate hydroxydaidzeins using enzymes.

Language: Английский

Citations

0