title: Functional Properties of Novel Epigallocatechin Gallate Glucosides Synthesized by Using Dextransucrase from Leuconostoc mesenteroides B-1299CB4.
abstract: Epigallocatechin gallate (EGCG) is the most abundant catechin found in the leaves of green tea, Camellia sinensis. In this study, novel epigallocatechin gallate-glucocides (EGCG-Gs) were synthesized by using dextransucrase from Leuconostoc mesenteroides B-1299CB4. Response surface methodology was adopted to optimize the conversion of EGCG to EGCG-Gs, resulting in a 91.43% conversion rate of EGCG. Each EGCG-G was purified using a C18column. Of nine EGCG-Gs identified by nuclear magnetic resonance analysis, five EGCG-Gs (2 and 4-7) were novel compounds with yields of 2.2-22.6%. The water solubility of the five novel compounds ranged from 229.7 to 1878.5 mM. The 5'-OH group of EGCG-Gs expressed higher antioxidant activities than the 4'-OH group of EGCG-Gs. Furthermore, glucosylation at 7-OH group of EGCG-Gs was found to be responsible for maintaining tyrosinase inhibitory activity and increasing browning-resistant activities.
authors.affiliation: Graduate School of International Agricultural Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Jiyoun
authors.initials: J
authors.lastname: Kim
authors.affiliation: Research Institute of Food Industrialization, Institutes of Green Bio Science & Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Thi Thanh Hanh
authors.initials: TT
authors.lastname: Nguyen
authors.affiliation: Section of Neurobiology, Department of Biological Sciences, University of Southern California , Los Angeles, California 90089, United States.
authors.forename: Nahyun M
authors.initials: NM
authors.lastname: Kim
authors.affiliation: Audubon Sugar Institute, Louisiana State University Agricultural Center , Gabriel, Louisiana 70776, United States.
authors.forename: Young-Hwan
authors.initials: YH
authors.lastname: Moon
authors.affiliation: Graduate School of International Agricultural Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Jung-Min
authors.initials: JM
authors.lastname: Ha
authors.affiliation: Graduate School of International Agricultural Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Namhyeon
authors.initials: N
authors.lastname: Park
authors.affiliation: Graduate School of International Agricultural Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Dong-Gu
authors.initials: DG
authors.lastname: Lee
authors.affiliation: Skin Research Institute, Amorepacific Corporation R&D Center , Yongin 17074, Korea.
authors.forename: Kyeong-Hwan
authors.initials: KH
authors.lastname: Hwang
authors.affiliation: Skin Research Institute, Amorepacific Corporation R&D Center , Yongin 17074, Korea.
authors.forename: Jun-Seong
authors.initials: JS
authors.lastname: Park
authors.affiliation: Graduate School of International Agricultural Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.|Research Institute of Food Industrialization, Institutes of Green Bio Science & Technology, Seoul National University , Pyeongchang-gun, Gangwon-do 25354, Korea.
authors.forename: Doman
authors.initials: D
authors.lastname: Kim
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D028241:Camellia sinensis / Q000737:chemistry; D002392:Catechin / Q000031:analogs & derivatives* / Q000096:biosynthesis; D005960:Glucosides / Q000096:biosynthesis*; D005964:Glucosyltransferases / Q000378:metabolism*; D065089:Glycoside Hydrolase Inhibitors / Q000737:chemistry; D006801:Humans; D000070007:Leuconostoc mesenteroides / Q000201:enzymology; D015394:Molecular Structure; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors; D000520:alpha-Glucosidases / Q000737:chemistry
chemical_list: D000975:Antioxidants; D005960:Glucosides; D065089:Glycoside Hydrolase Inhibitors; D002392:Catechin; C045651:epigallocatechin gallate; D014442:Monophenol Monooxygenase; D005964:Glucosyltransferases; C020025:dextransucrase; C509951:GAA protein, human; D000520:alpha-Glucosidases
keywords: antioxidant activity; dextransucrase; epigallocatechin gallate; glucosylation; maltase inhibition; tyrosinase inhibition