Characterization of Regioselective Flavonoid O-methyltransferase from the Streptomyces sp. KCTC 0041BP

Publication date: Available online 21 February 2018 Source:Enzyme and Microbial Technology Author(s): Sumangala Darsandhari, Dipesh Dhakal, Biplav Shrestha, Prakash Parajuli, Joo-Hyun Seo, Tae-Su Kim, Jae Kyung Sohng A flavonoid comprises polyphenol compounds with pronounced antiviral, antioxidant, anticarcinogenic, and anti-inflammatory effects. The flavonoid modification by methylation provides a greater stability and improved pharmacokinetic properties. The methyltransferase from plants or microorganisms is responsible for such substrate modifications in a regiospecific or a promiscuous manner. GerMIII, originally characterized as a putative methyltransferase in a dihydrochalcomycin biosynthetic gene cluster of the Streptomyces sp. KCTC 0041BP, was tested for the methylation of the substrates of diverse chemical structures. Among the various tested substrates, flavonoids emerged as the favored substrates for methylation. Further, among the flavonoids, quercetin is the most favorable substrate, followed by luteolin, myricetin, quercetin glucoside, and fisetin, while only a single product was formed in each case. The products were confirmed by HPLC and mass-spectrometry analyses. A detailed NMR spectrometric analysis of the methylated quercetin and luteolin derivatives confirmed the regiospecific methylation at the 4′-OH position. Modeling and molecular docking provided further insight regarding the most favorable mechanism and substrate architecture for the enzym...
Source: Enzyme and Microbial Technology - Category: Biotechnology Source Type: research