Effects of acyl groups and ethanol ratios on lipase-catalyzed regioselective deacylation in peracylated methyl glycopyranosides |
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| Authors: | Kwo-Feng Hsiao Fang-Lin Yang Shih-Hsiung Wu Kung-Tsung Wang |
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| Institution: | (1) Department of Chemistry, National Taiwan University, Taipei, Taiwan. R.O.C.;(2) Institute of Biological Chemistry, Academia Sinica, Taipei, Taiwan. R.O.C. |
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| Abstract: | Summary Regioselective ethanolysis of peracylated methyl  ,  -D-glucopyranoside and methyl -D-mannopyranoside in anhydrous organic solvent (n-hexane/EtOH = 99/1) could afford 6-OH derivatives exclusively by Candida rugosa lipase (CRL). No 4  6 acyl migration was observed in such an anhydrous solvent system. Substrates with propanoyl groups were more reactive than with acetyl groups on CRL-catalyzed reactions. |
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