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논문 기본 정보
- 자료유형
- 학술저널
- 저자정보
- 저널정보
- 한국미생물생명공학회 Journal of Microbiology and Biotechnology Journal of Microbiology and Biotechnology 제28권 제11호
- 발행연도
- 2018.1
- 수록면
- 1,859 - 1,864 (6page)
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초록· 키워드
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Synthesis of flavonoid glycoside is difficult due to diverse hydroxy groups in flavonoids and sugars. As such, enzymatic synthesis or biotransformation is an approach to solve this problem. In this report, we used stepwise biotransformation to synthesize two quercetin bisglycosides (quercetin 3-O-glucuronic acid 7-O-rhamnoside [Q-GR] and quercetin 3-Oarabinose 7-O-rhamnoside [Q-AR]) because quercetin O-rhamnosides contain antiviral activity. Two sequential enzymatic reactions were required to synthesize these flavonoid glycosides. We first synthesized quercetin 3-O-glucuronic acid [Q-G], and quercetin 3-Oarabinose [Q-A] from quercetin using E. coli harboring specific uridine diphopsphate glycosyltransferase (UGT) and genes for UDP-glucuronic acid and UDP-arabinose, respectively. With each quercetin 3-O-glycoside, rhamnosylation using E. coli harboring UGT and the gene for UDP-rhamnose was conducted. This approach resulted in the production of 44.8 mg/l Q-GR and 45.1 mg/l Q-AR. This stepwise synthesis could be applicable to synthesize various natural product derivatives in case that the final yield of product was low due to the multistep reaction in one cell or when sequential synthesis is necessary in order to reduce the synthesis of byproducts.
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참고문헌 (20)
참고문헌 신청
Jones P / 2001 / Glycosyltransferases in secondary plant metabolism: tranquilizers and stimulant controllers / Planta 213:164~174
Osmani SA / 2009 / Substrate specif icity of plant UDP-dependent glycosyltransferase predicted from crystal structures and homology modeling / Phytochemitsry 70:325~347
Panche AN / 2016 / Flavonoids: an overview / J. Nutr. Sci 5:e47
Veitch NC / 2011 / Flavonoids and their glycosides, including anthocyanins / Nat. Prod. Rep 28:1626~1695
Kim BG / 2015 / Biosynthesis and production of glycosylated flavonoids in Escherichia coli: current state and perspectives / Appl. Microbiol. Biotechnol 99:2979~2988
Osmani SA / 2009 / Substrate specif icity of plant UDP-dependent glycosyltransferase predicted from crystal structures and homology modeling / Phytochemitsry 70:325~347
Panche AN / 2016 / Flavonoids: an overview / J. Nutr. Sci 5:e47
Veitch NC / 2011 / Flavonoids and their glycosides, including anthocyanins / Nat. Prod. Rep 28:1626~1695
Kim BG / 2015 / Biosynthesis and production of glycosylated flavonoids in Escherichia coli: current state and perspectives / Appl. Microbiol. Biotechnol 99:2979~2988
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