Literature DB >> 34295607

Biotransformation of hydroquinone into α-arbutin by transglucosylation activity of a metagenomic amylosucrase.

Neera Agarwal1,2, Amit K Rai3, Sudhir P Singh1.   

Abstract

Arbutin is a naturally occurring glycosylated product of hydroquinone. With the ability to interrupt melanin biosynthesis in epidermal cells, it is a promising cosmetic ingredient. In this study, a novel amylosucrase, Asmet, identified from a thermal spring metagenome, has been characterized for arbutin biosynthesis. Asmet was able to catalyze transglucosylation of hydroquinone to arbutin, taking sucrose as glycosyl donor, in the temperature range of 20 °C to 40 °C and pH 5.0 to 6.0, with the relative activity of 80% or more. The presence of chloride salts of Li, K, and Na at 1 mM concentration did not exhibit any notable effect on the enzyme's activity, unlike Cu, Ni, and Mn, which were observed to be detrimental. The hydroquinone (20 mM) to sucrose ratio of 1:1 to 1:10 was appropriate for the catalytic biosynthesis of arbutin. The maximum hydroquinone to arbutin conversion of 70% was obtained in 24 h of Asmet led catalysis, at 30 °C and pH 6.0. Arbutin production was also demonstrated using low-cost feedstock, table sugar, muscovado, and sweet sorghum stalk extract, as a replacement for sucrose. Whole-cell catalysis of hydroquinone to arbutin transglucosylation was also established. © King Abdulaziz City for Science and Technology 2021.

Entities:  

Keywords:  Amylosucrase; Arbutin; Cosmetic ingredient; Hydroquinone; Skin-lightening; Transglucosylation

Year:  2021        PMID: 34295607      PMCID: PMC8254693          DOI: 10.1007/s13205-021-02909-2

Source DB:  PubMed          Journal:  3 Biotech        ISSN: 2190-5738            Impact factor:   2.893


  33 in total

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3.  Gastroprotective activities of Turnera diffusa Willd. ex Schult. revisited: Role of arbutin.

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4.  Cyclomaltodextrinase, neopullulanase, and maltogenic amylase are nearly indistinguishable from each other.

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5.  Enzymatic synthesis of alpha-arbutin by alpha-anomer-selective glucosylation of hydroquinone using lyophilized cells of Xanthomonas campestris WU-9701.

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6.  Structural criteria for depigmenting mechanism of arbutin.

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7.  Effects of alpha- and beta-arbutin on activity of tyrosinases from mushroom and mouse melanoma.

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Journal:  Biosci Biotechnol Biochem       Date:  1995-01       Impact factor: 2.043

8.  Arbutin: mechanism of its depigmenting action in human melanocyte culture.

Authors:  K Maeda; M Fukuda
Journal:  J Pharmacol Exp Ther       Date:  1996-02       Impact factor: 4.030

9.  Estrogenic Effects of the Extracts from the Chinese Yam (Dioscorea opposite Thunb.) and Its Effective Compounds in Vitro and in Vivo.

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Journal:  Molecules       Date:  2018-01-23       Impact factor: 4.411

Review 10.  Enzymes: principles and biotechnological applications.

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  1 in total

Review 1.  Recent Progress on Feasible Strategies for Arbutin Production.

Authors:  Ke-Xin Xu; Meng-Ge Xue; Zhimin Li; Bang-Ce Ye; Bin Zhang
Journal:  Front Bioeng Biotechnol       Date:  2022-05-09
  1 in total

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