Regioselective hydrolysis of peracetylated α-D-glucopyranose catalyzed by immobilized lipases in aqueous medium. A facile preparation of useful intermediates for oligosaccharide synthesis

Bioorganic and Medicinal Chemistry Letters

Volumn 9, Issue 4, 1999, Pages 633-636

  Bastida, Agatha ^a   Fernández Lafuente, Roberto ^a   Fernández Lorente, Gloria ^a   Guisán, José M ^a   Pagani, Giuseppe ^b   Terreni, Marco ^b  

^a CSIC   (Spain)

^b UNIVERSITY OF PAVIA   (Italy)

Author keywords

Enzyme reaction; Esters; Glycosides; Hydrolysis; Regiocontrol

Indexed keywords

GLUCOPYRANOSIDE; OLIGOSACCHARIDE; PENTA O ACETYL ALPHA DEXTRO GLUCOPYRANOSE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CANDIDA; CARBOHYDRATE SYNTHESIS; DEACETYLATION; HYDROLYSIS; STEREOCHEMISTRY;

CARBOHYDRATE CONFORMATION; CATALYSIS; ENZYMES, IMMOBILIZED; GLUCOSE; HYDROLYSIS; LIPASE; MAGNETIC RESONANCE SPECTROSCOPY; OLIGOSACCHARIDES; WATER;

CANDIDA; CANDIDA CILINDRACEA;

EID: 0033593917     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00053-0     Document Type: Article

References (16)

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14. 11. 7 gr. of immobilised lipase derivative were added to 100 mL of 10 mM glucose pentacetate solution in a mixture phosphate buffer-acetonitrile 15%. The reactions were run at pH 7, 25°C, and followed potentiometrically by using a pH-stat.
15. 1,2=12 Hz; 2H-6), 5.03 (dd; J=4 Hz; J=10 Hz; 1H-2), 5.34 (dd; J=10 Hz; J=9 Hz; 1H-3) 6.31 (d; J=4 Hz; 1H-l).
16. 1,2=13 Hz; 2H-6) 3.95 (ddd; J=10 Hz; J=2.5 Hz; J=4 Hz; 1H-5) 5.05 (dd; J=3.5 Hz; J=10 Hz; 1H-2) 5.14 (t; J=10 Hz; 1H-4); 5.56 (t; J=10 Hz; 1H-3) 6.31 (d; J=3.5 Hz; 1H-l).