- Title
- Improvement of the pharmacological activity of menthol via enzymatic β-anomer-selective glycosylation
- Creator
- Choi, Ha-Young, Kim, Bo-Min, Morgan, Abubaker M A, Kim, Joong Su, Kim, Won-Gon
- Date
- 2017
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/67515
- Identifier
- vital:29106
- Identifier
- http://dx.doi.org/10.1186/s13568-017-0468-0
- Description
- Publisher version
- Description
- Menthol has a considerable cooling effect, but the use range of menthol is limited because of its extremely low solubility in water and inherent flavor. (−)-Menthol β-glucoside was determined to be more soluble in water (>27 times) than (−)-menthol α-glucoside; hence, β-anomer-selective glucosylation of menthol is necessary. The in vitro glycosylation of (−)-menthol by uridine diphosphate glycosyltransferase (BLC) from Bacillus licheniformis generated (−)-menthol β-glucoside and new (−)-menthol β-galactoside and (−)-menthol N-acetylglucosamine. The maximum conversion rate of menthol to (−)-menthol β-D-glucoside by BLC was found to be 58.9%. Importantly, (−)-menthol β-D-glucoside had a higher cooling effect and no flavor compared with menthol. In addition, (−)-menthol β-D-glucoside was determined to be a non-sensitizer in a skin allergy test in the human cell line activation test, whereas menthol was a sensitizer.
- Format
- 8 pages, pdf
- Publisher
- AMB Express
- Language
- English
- Relation
- AMB Express, Choi, H., Kim, B., Morgan, A.M.A., Kim, J.S. and Kim, W. (2017) Improvement of the pharmacological activity of menthol via enzymatic β-anomer-selective glycosylation. AMB Express, 7 (1), 167-174. DOI 10.1186/s13568-017-0468-0, AMB Express volume 7 number 1 167 174 2017 2191-0855
- Rights
- Copyright held by the authors
- Rights
- Use of this resource is governed by the terms and conditions of the Creative Commons Attribution 4.0 International (CC BY 4.0) License (https://creativecommons.org/licenses/by/4.0/)
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