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Characterization of Hydroquinone Fructoside Synthesized by Levansucrase from Leuconostoc mesenteroides

초록

영어

Hydroquinone (HQ) functions as a skin-whitening agent, but it has the potential to cause dermatitis. We synthesized a HQ fructoside (HQ-Fru) as a potential skin whitening agent by reacting levansucrase from Leuconostoc mesenteroides with HQ as an acceptor and sucrose as a fructofuranose donor. The product was purified using 1-butanol partition and silica-gel column chromatography. The structure of the purified HQ-Fru was determined by 1H and 13C nuclear
magnetic resonance, and the molecular ion of the product was observed at m/z 295 (C12 H16 O7 Na)+. The HQ-Fru was identified as 4-hydroxyphenyl-β-Dfructofuranoside. The optimum condition for HQ-Fru synthesis was determined using a response surface method (RSM), and the final optimum condition was 350 mM HQ, 115 mM sucrose, and 0.70 U/ml levansucrase, and the final HQFru produced was 1.09 g/l. HQ-Fru showed anti-oxidation activities and inhibition against tyrosinase. The median inhibition concentration (IC50) of 1,1- diphenyl-2-picrylhydrazyl scavenging activity was 5.83 mM, showing higher antioxidant activity compared to β-arbutin (IC50=6.04 mM). The Ki value of HQ-Fru (1.53 mM) against tyrosinase was smaller than that of β-arbutin (Ki=2.8 mM), indicating that it was 1.8-times better as an inhibitor. The inhibition of
lipid peroxidation by HQ-Fru was 105.3% that of HQ (100%) and 118.9 times higher thanthat of β-arbutin (0.89% of HQ).

저자정보

  • Go-Eun Kim Interdisciplinary Program of Graduate School for Bioenergy & Biomaterials, Chonnam National University
  • Ji-Ho Lee School of Biological Sciences and technology
  • Ra-Na Lee School of Biological Sciences and technology
  • Sunyoung Hwang Korean Minjok Leadership Academy, Kang-won do, Korea
  • Eunmin Kim Korean Minjok Leadership Academy, Kang-won do, Korea
  • Hwa-Ja Ryu The Research Institute for Catalysis, Chonnam National University
  • Doman Kim Interdisciplinary Program of Graduate School for Bioenergy & Biomaterials, Chonnam National University, Gwangju, School of Biological Sciences and technology, The Research Institute for Catalysis, Chonnam National University

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