Subtilisin-catalyzed esterification of several enatiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated

Danieli, B., Peri, F., Roda, G., Carrea, G., Riva, S. (1999). On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2. TETRAHEDRON, 55(7), 2045-2060 [10.1016/S0040-4020(98)01217-4].

On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

Peri, F;
1999

Abstract

Subtilisin-catalyzed esterification of several enatiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated
Articolo in rivista - Articolo scientifico
enzymatic reaction; stereoselective reactions; synthetic chemistry
English
1999
55
7
2045
2060
none
Danieli, B., Peri, F., Roda, G., Carrea, G., Riva, S. (1999). On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2. TETRAHEDRON, 55(7), 2045-2060 [10.1016/S0040-4020(98)01217-4].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/34261
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