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Synthesis, Structure analyses, and Characterization of Novel EGCG (Epigallocatechin Gallate) Glycosides Using the Glucansucrase from Leuconostoc mesenteroides B-1299CB

Synthesis, Structure analyses, and Characterization of Novel EGCG (Epigallocatechin Gallate) Glycosides Using the Glucansucrase from Leuconostoc mesenteroides B-1299CB

저자

Young-Hwan Moon, Jin-Ha Lee, Joon-Seo Ahn, Seung-Hee Nam, Deok-Kun Oh, Don-Hee Park, Hyun-Ju Chung, Seongsoo Kang, Donal F. Day, Doman Kim

저널 정보

Journal of Agricultural and Food Chemistry

출간연도

2006 January

In this study, three epigallocatechin gallate glycosides were synthesized by the acceptor reaction of a glucansucrase produced by  Leuconostoc mesenteroides  B-1299CB with epigallocatechin gallate (EGCG) and sucrose. Each of these glycosides was then purified, and the structures were assigned as follows: epigallocatechin gallate 7- O -α- d -glucopyranoside (EGCG-G1); epigallocatechin gallate 4′- O -α- d -glucopyranoside (EGCG-G1′); and epigallocatechin gallate 7,4′- O -α- d -glucopyranoside (EGCG-G2). One of these compounds (EGCG-G1) was a novel compound. The EGCG glycosides exhibited similar or slower antioxidant effects, depending on their structures (EGCG ≥ EGCG-G1 > EGCG-G1′ > EGCG-G2), and also manifested a higher degree of browning resistance than was previously noted in EGCG. Also, EGCG-G1, EGCG-G1′, and EGCG-G2 were 49, 55, and 114 times as water soluble, respectively, as EGCG.