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Screening of bacterial cytochrome P450s responsible for regiospecific hydroxylation of (iso)flavonoids

Paper ID Volume ID Publish Year Pages File Format Full-Text
17504 42673 2011 7 PDF Available
Title
Screening of bacterial cytochrome P450s responsible for regiospecific hydroxylation of (iso)flavonoids
Abstract

Screening of cytochrome P450 monoxygenases responsible for the regiospecific hydroxylation of flavones, isoflavones and chalcones was attempted using a P450 library constructed from Streptomyces avermitilis MA4680, Bacillus and Nocardia farcinica IFM10152 strains. As electron transfer redox partners with the P450s in Escherichia coli system, putidaredoxin reductase (PdR) and putidaredoxin (Pdx) from Pseudomonas putida were used. Among the 50 soluble P450s in the library screened, three cytochrome P450s, i.e. CYP107Y1, CYP125A2 and CYP107P2 from S. avermitilis MA4680 showed good hydroxylation activities towards flavones and isoflavones. However, low product yields prevented us from identifying complete structure of the products. By using S. avermitilis MA4680 as their expression host, further analysis identified that CYP107Y1(SAV2377), CYP125A2(SAV5841) and CYP107P2(SAV4539) showed good regiospecific hydroxylation activities towards genistein (4′,5,7-trihydroxyisoflavone), chrysin (5,7-dihydroxyisoflavone) and apigenin (4′,5,7-dihydroxyisoflavone) to produce 3′,4′,5,7,-tetrahydroxyisoflavone, B-ring hydroxylated 5,7-dihydroxyflavone and 3′,4′,5,7,-tetrahydroxyflavone, respectively. Analyses of the reaction products were performed using HPLC, ESI-MS–MS and GC–MS and 1H NMR.

Keywords
Flavones; Isoflavone; Cytochrome P450; Recombinant Streptomyces avermitilis MA4680; GC–MS
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Screening of bacterial cytochrome P450s responsible for regiospecific hydroxylation of (iso)flavonoids
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 48, Issues 4–5, 7 April 2011, Pages 386–392
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us