A combination of different lipases from Pseudomonas cepacia, Candida antarctica B, Candida rugosa and Mucor miehei, aided the regioesterification of the free fructose allowing the synthesis of 1,6-di-O-acetyl-D-fructofuranose, 1,4,6-tri-O-acetyl-D-fructofuranose, 1,6-di-O-acetyl-4-O-benzoyl-D-fructofuranose and 1,6-di-O-benzoyl-D-fructofuranose. Using C. antarctica B and C. rugosa lipases the alcoholysis of fructose peracetate (a, b-form) has furnished 1,2,3,4-tetra-O-acetyl-a-D-fructofuranose and 2,3,4,6-tetra-O-acetyl-b-D-fructofuranose. 1,4,6-Tri-O-acetyl-D-fructofuranose was successfully employed to produce a rare ketohexose, namely D-psicose.

Enzymatic procedures in the preparation of regioprotected D-fructose derivatives.

D'Antona Nicola;Nicolosi Giovanni
2005

Abstract

A combination of different lipases from Pseudomonas cepacia, Candida antarctica B, Candida rugosa and Mucor miehei, aided the regioesterification of the free fructose allowing the synthesis of 1,6-di-O-acetyl-D-fructofuranose, 1,4,6-tri-O-acetyl-D-fructofuranose, 1,6-di-O-acetyl-4-O-benzoyl-D-fructofuranose and 1,6-di-O-benzoyl-D-fructofuranose. Using C. antarctica B and C. rugosa lipases the alcoholysis of fructose peracetate (a, b-form) has furnished 1,2,3,4-tetra-O-acetyl-a-D-fructofuranose and 2,3,4,6-tetra-O-acetyl-b-D-fructofuranose. 1,4,6-Tri-O-acetyl-D-fructofuranose was successfully employed to produce a rare ketohexose, namely D-psicose.
2005
Istituto di Chimica Biomolecolare - ICB - Sede Pozzuoli
Lipase
Fructose
Regioprotection
Biocatalysis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/161151
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