Title |
Improvement of the pharmacological activity of menthol via enzymatic β-anomer-selective glycosylation
|
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Published in |
AMB Express, August 2017
|
DOI | 10.1186/s13568-017-0468-0 |
Pubmed ID | |
Authors |
Ha-Young Choi, Bo-Min Kim, Abubaker M. A. Morgan, Joong Su Kim, Won-Gon Kim |
Abstract |
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. |
X Demographics
Geographical breakdown
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Unknown | 1 | 100% |
Demographic breakdown
Type | Count | As % |
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Members of the public | 1 | 100% |
Mendeley readers
Geographical breakdown
Country | Count | As % |
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Unknown | 16 | 100% |
Demographic breakdown
Readers by professional status | Count | As % |
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Student > Ph. D. Student | 3 | 19% |
Researcher | 3 | 19% |
Student > Master | 2 | 13% |
Student > Bachelor | 2 | 13% |
Unspecified | 1 | 6% |
Other | 2 | 13% |
Unknown | 3 | 19% |
Readers by discipline | Count | As % |
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Biochemistry, Genetics and Molecular Biology | 5 | 31% |
Chemistry | 2 | 13% |
Agricultural and Biological Sciences | 2 | 13% |
Unspecified | 1 | 6% |
Pharmacology, Toxicology and Pharmaceutical Science | 1 | 6% |
Other | 2 | 13% |
Unknown | 3 | 19% |