title: Enzymatic Biosynthesis of Novel Resveratrol Glucoside and Glycoside Derivatives.
abstract: A UDP glucosyltransferase from Bacillus licheniformis was overexpressed, purified, and incubated with nucleotide diphosphate (NDP) d- and l-sugars to produce glucose, galactose, 2-deoxyglucose, viosamine, rhamnose, and fucose sugar-conjugated resveratrol glycosides. Significantly higher (90%) bioconversion of resveratrol was achieved with α-d-glucose as the sugar donor to produce four different glucosides of resveratrol: resveratrol 3-O-β-d-glucoside, resveratrol 4'-O-β-d-glucoside, resveratrol 3,5-O-β-d-diglucoside, and resveratrol 3,5,4'-O-β-d-triglucoside. The conversion rates and numbers of products formed were found to vary with the other NDP sugar donors. Resveratrol 3-O-β-d-2-deoxyglucoside and resveratrol 3,5-O-β-d-di-2-deoxyglucoside were found to be produced using TDP-2-deoxyglucose as a donor; however, the monoglycosides resveratrol 4'-O-β-d-galactoside, resveratrol 4'-O-β-d-viosaminoside, resveratrol 3-O-β-l-rhamnoside, and resveratrol 3-O-β-l-fucoside were produced from the respective sugar donors. Altogether, 10 diverse glycoside derivatives of the medically important resveratrol were generated, demonstrating the capacity of YjiC to produce structurally diverse resveratrol glycosides.
authors.affiliation: Institute of Biomolecule Reconstruction, Department of Pharmaceutical Engineering, Sun Moon University, Tangjeonmyun, Asan-si, Chungnam, South Korea.
authors.forename: Ramesh Prasad
authors.initials: RP
authors.lastname: Pandey
authors.affiliation: Institute of Biomolecule Reconstruction, Department of Pharmaceutical Engineering, Sun Moon University, Tangjeonmyun, Asan-si, Chungnam, South Korea.
authors.forename: Prakash
authors.initials: P
authors.lastname: Parajuli
authors.affiliation: Institute of Biomolecule Reconstruction, Department of Pharmaceutical Engineering, Sun Moon University, Tangjeonmyun, Asan-si, Chungnam, South Korea.
authors.forename: Ju Yong
authors.initials: JY
authors.lastname: Shin
authors.affiliation: Department of Biotechnology, Catholic University of Korea, Bucheon, Gyeonggi-do, South Korea.
authors.forename: Jisun
authors.initials: J
authors.lastname: Lee
authors.affiliation: Department of Biotechnology, Catholic University of Korea, Bucheon, Gyeonggi-do, South Korea.
authors.forename: Seul
authors.initials: S
authors.lastname: Lee
authors.affiliation: Chemical Biology Research Center, Korea Research Institute of Bioscience and Biotechnology, Ochang-eup, Chungbuk, South Korea.
authors.forename: Young-Soo
authors.initials: YS
authors.lastname: Hong
authors.affiliation: Department of Biotechnology, Catholic University of Korea, Bucheon, Gyeonggi-do, South Korea.
authors.forename: Yong Il
authors.initials: YI
authors.lastname: Park
authors.affiliation: Bioindustry Process Center, Jeonbuk Branch Institute, Korea Research Institute of Bioscience and Biotechnology, Jeonbuk, Jeong-Ub, South Korea.
authors.forename: Joong Su
authors.initials: JS
authors.lastname: Kim
authors.affiliation: Institute of Biomolecule Reconstruction, Department of Pharmaceutical Engineering, Sun Moon University, Tangjeonmyun, Asan-si, Chungnam, South Korea sohng@sunmoon.ac.kr.
authors.forename: Jae Kyung
authors.initials: JK
authors.lastname: Sohng
mesh_terms: D001407:Bacillus / Q000201:enzymology* / Q000235:genetics; D002241:Carbohydrates / Q000032:analysis; D003001:Cloning, Molecular; D003600:Cytosol / Q000737:chemistry; D015870:Gene Expression; D014453:Glucuronosyltransferase / Q000235:genetics / Q000302:isolation & purification / Q000378:metabolism*; D006027:Glycosides / Q000378:metabolism*; D011994:Recombinant Proteins / Q000235:genetics / Q000302:isolation & purification / Q000378:metabolism; D000077185:Resveratrol; D013267:Stilbenes / Q000378:metabolism*
chemical_list: D002241:Carbohydrates; D006027:Glycosides; D011994:Recombinant Proteins; D013267:Stilbenes; D014453:Glucuronosyltransferase; D000077185:Resveratrol