MOESM1 of Improvement of the pharmacological activity of menthol via enzymatic β-anomer-selective glycosylation

Abstract

Additional file 1. Structural elucidation, LC–MS and HR-ESIMS data of (−)-menthol β-glucoside, (−)-menthol β-galactoside, and (−)-menthol N-acetylglucosamine. Lineweaver–Burk plot of (−)-menthol glucosylation by BLC with respect to menthol (Figure S1). LC–MS analysis of (−)-menthol glycosylation reaction by BLC with UDP-d-galactose (Figure S2) and UDP-d-N-acetylglucosamine (Figure S3). 1H NMR spectra of synthesized (−)-menthol α-glucoside and (−)-menthol β-glucoside (Figure S4). 1H and 13C NMR spectra of (−)-menthol β-glucoside (Figure S5) and (−)-menthol β-galactoside (Figure S6) prepared by BLC-catalyzed glycosylation reactions. HMBC data of the menthol glucoside and menthol galactoside prepared by BLC-catalyzed glycosylation reactions (Figure S7). Topical cooling test (Table S1)