Synthesis of Quercetin-3-O-Glucoside from rutin by penicillium decumbens naringinase

Young Su Lee, Ji Young Huh, So Hyun Nam, Doman Kim, Soo-Bok Lee

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Enzymatic bioconversion of rutin to quercetin-3-O-glucoside (Q-3-G) by Penicillium decumbens naringinase was increased with reaction pH increased approximately to pH 6.0. It resulted in greater than 92% production of Q-3-G due to the removal of the terminal rhamnose at the controlled pH 6.0. The enzymatic bioconversion of rutin to Q-3-G was repetitively performed, yielding 84% after 5 batches with little quercetin formation. Interestingly, the water solubility of Q-3-G was enhanced 69- and 328-fold over those of rutin and quercetin, which may make Q-3-G more bioavailable in food. Q-3-G was approximately 6- and 1.4-fold more potent than rutin as an inhibitor of human intestinal maltase and human DL-3-hydroxy-3-methylglutalyl coenzyme A reductase. Q-3-G was less potent (16- and 1.3-fold, respectively) than quercetin as an inhibitor of these enzymes. However, the results suggest that Q-3-G may be confirmed more effective and bioavailable food component than rutin and even quercetin because of its enhanced solubility and inhibitory properties.

Original languageEnglish
JournalJournal of Food Science
Volume78
Issue number3
DOIs
Publication statusPublished - 2013 Mar 1

Fingerprint

Penicillium decumbens
naringinase
Rutin
Penicillium
rutin
quercetin
glucosides
synthesis
Quercetin
Solubility
biotransformation
Food
Rhamnose
alpha-Glucosidases
isoquercitrin
Enzyme Inhibitors
Coenzyme A
Oxidoreductases
coenzyme A
rhamnose

All Science Journal Classification (ASJC) codes

  • Food Science

Cite this

Lee, Young Su ; Huh, Ji Young ; Nam, So Hyun ; Kim, Doman ; Lee, Soo-Bok. / Synthesis of Quercetin-3-O-Glucoside from rutin by penicillium decumbens naringinase. In: Journal of Food Science. 2013 ; Vol. 78, No. 3.
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abstract = "Enzymatic bioconversion of rutin to quercetin-3-O-glucoside (Q-3-G) by Penicillium decumbens naringinase was increased with reaction pH increased approximately to pH 6.0. It resulted in greater than 92{\%} production of Q-3-G due to the removal of the terminal rhamnose at the controlled pH 6.0. The enzymatic bioconversion of rutin to Q-3-G was repetitively performed, yielding 84{\%} after 5 batches with little quercetin formation. Interestingly, the water solubility of Q-3-G was enhanced 69- and 328-fold over those of rutin and quercetin, which may make Q-3-G more bioavailable in food. Q-3-G was approximately 6- and 1.4-fold more potent than rutin as an inhibitor of human intestinal maltase and human DL-3-hydroxy-3-methylglutalyl coenzyme A reductase. Q-3-G was less potent (16- and 1.3-fold, respectively) than quercetin as an inhibitor of these enzymes. However, the results suggest that Q-3-G may be confirmed more effective and bioavailable food component than rutin and even quercetin because of its enhanced solubility and inhibitory properties.",
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Synthesis of Quercetin-3-O-Glucoside from rutin by penicillium decumbens naringinase. / Lee, Young Su; Huh, Ji Young; Nam, So Hyun; Kim, Doman; Lee, Soo-Bok.

In: Journal of Food Science, Vol. 78, No. 3, 01.03.2013.

Research output: Contribution to journalArticle

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