Synthesis of a novel α-glucoside of the powerful glucosidase inhibitor 2,5-dideoxy-2,5-imino-D-mannitol via enzymatic glucosylation of 5-azido-5-deoxy-D-fructopyranose

Tetrahedron Letters

Volumn 38, Issue 2, 1997, Pages 225-226

  Dax, Karl ^a   Ebner, Michael ^a   Peinsipp, Roland ^a   Stütz, Arnold E ^a  

^a GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME INHIBITOR; GLUCOSIDASE;

ARTICLE; DRUG SYNTHESIS; GLYCOSYLATION; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0031021213     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02281-2     Document Type: Article

References (18)

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17. Typical experiment: 2 and a six-fold excess of maltose were stirred with α-glucosidase from yeast, SIGMA, in a potassium phosphate puffer at pH 5 until 60% of maltose were consumed. The reaction was quenched by brief heating to 90°C and the product mixture was separated on activated charcoal/celite employing a 0-30% (v/v) gradient water /EtOH. α-Glucosidase Type III (1000 u) gave around 10% isolated yields of each product 4 and 5, while glucosidase Type VI (2000 u) exclusively gave 4.
18. 2O): 98.5, 84.7, 78.2, 73.6, 73.1, 72.1, 70.3, 63.6, 62.7, 62.3, 62.2, 61.3.