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KMID : 0545120090190040387
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Journal of Microbiology and Biotechnology
2009 Volume.19 No. 4 p.387 ~ p.390
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Formation of Flavone Di-O-Glucosides Using a Glycosyltransferase from Bacillus cereus
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Ahn Byoung-Chan
Kim Bong-Gyu
Jeon Young-Min
Lee Eun-Jung
Lim Yoong-Ho
Ahn Joong-Hoon
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Abstract
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Microbial UDP-glycosyltransferases can convert many small lipophilic compounds into glycons using uridinediphosphate- activated sugars. The glycosylation of flavonoids affects solubility, stability, and bioavailability. The gene encoding the UDP-glycosyltransferase from Bacillus cereus, BcGT-3, was cloned by PCR and sequenced. BcGT-3 was expressed in Escherichia coli BL21 (DE3) with a glutathione S-transferase tag and purified using a glutathione Stransferase affinity column. BcGT-3 was tested for activity on several substrates including genistein, kaempferol, luteolin, naringenin, and quercetin. Flavonols were the best substrates for BcGT-3. The enzyme dominantly glycosylated the 3-hydroxyl group, but the 7-hydroxyl group was glycosylated when the 3-hydroxyl group was not available. The kaempferol reaction products were identified as kaempferol-3-O-glucoside and kaempferol- 3,7-O-diglucoside. Kaempferol was the most effective substrate tested. Based on HPLC, LC/MS, and NMR analyses of the reaction products, we conclude that BcGT-3 can be used for the synthesis of kaempferol 3,7-O-diglucose.
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KEYWORD
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Glycosylation, UDP-glycosyltransferases, kaempferol 3, 7-O-diglucoside
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