Potential Industrial Production of a Well-Soluble, Alkaline-Stable, and Anti-Inflammatory Isoflavone Glucoside from 8-Hydroxydaidzein Glucosylated by Recombinant Amylosucrase of Deinococcus geothermalis

doi:10.3390/molecules24122236

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Title:	Potential Industrial Production of a Well-Soluble, Alkaline-Stable, and Anti-Inflammatory Isoflavone Glucoside from 8-Hydroxydaidzein Glucosylated by Recombinant Amylosucrase of Deinococcus geothermalis
Authors:	Chang, Te-Sheng Wang, Tzi-Yuan Yang, Szu-Yi Kao, Yu-Han Wu, Jiumn-Yih Chien-Min Chiang(江建民)
Contributors:	Natl Univ Tainan, Dept Biol Sci & Technol Acad Sinica, Biodivers Res Ctr Natl Quemoy Univ, Dept Food Sci Chia Nan Univ Pharm & Sci, Dept Biotechnol
Keywords:	8-hydroxydaidzein stable soluble anti-inflammation amylosucrase Deinococcus geothermalis
Date:	2019-06
Issue Date:	2020-07-29 13:47:07 (UTC+8)
Publisher:	MDPI
Abstract:	8-Hydroxydaidzein (8-OHDe), an ortho-hydroxylation derivative of soy isoflavone daidzein isolated from some fermented soybean foods, has been demonstrated to possess potent anti-inflammatory activity. However, the isoflavone aglycone is poorly soluble and unstable in alkaline solutions. To improve the aqueous solubility and stability of the functional isoflavone, 8-OHDe was glucosylated with recombinant amylosucrase of Deinococcus geothermalis (DgAS) with industrial sucrose, instead of expensive uridine diphosphate-glucose (UDP-glucose). One major product was produced from the biotransformation, and identified as 8-OHDe-7-alpha-glucoside, based on mass and nuclear magnetic resonance spectral analyses. The aqueous solubility and stability of the isoflavone glucoside were determined, and the results showed that the isoflavone glucoside was almost 4-fold more soluble and more than six-fold higher alkaline-stable than 8-OHDe. In addition, the anti-inflammatory activity of 8-OHDe-7-alpha-glucoside was also determined by the inhibition of lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. The results showed that 8-OHDe-7-alpha-glucoside exhibited significant and dose-dependent inhibition on the production of nitric oxide, with an IC50 value of 173.2 mu M, which remained 20% of the anti-inflammatory activity of 8-OHDe. In conclusion, the well-soluble and alkaline-stable 8-OHDe-7-alpha-glucoside produced by recombinant DgAS with a cheap substrate, sucrose, as a sugar donor retains moderate anti-inflammatory activity, and could be used in industrial applications in the future.
Relation:	Molecules, v.24, n.12, 2236
Appears in Collections:	[Dept. of Biotechnology (including master's program)] Periodical Articles

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