Deacetylation of α-acetoxy-furanurono-6,3-lactones by lipases and lyophilised yeast

✍ Scribed by René Czuk; Brigitte I. Glänzer

• Publisher: Elsevier Science
• Year: 1987
• Tongue: English
• Weight: 179 KB
• Volume: 168
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(87)80033-2

✦ Synopsis

Many methods for chemical deacylation have been proposed'. Although there are many reports on stereospecijic enzyme-mediated deacylations of noncarbohydrates, the reactions of acylated monosaccharides have been limited only to regiospecific transformations -* 8. There has been no report on comparative deacetylations of monosaccharide derivatives using different enzymes. Carbohydrate secondary acetates have been deacetylated enzymically only by chance*3', and no stereochemical dependencies were established. Recent publications2-8 on enzymic transformations of carbohydrates prompted the present report.

Deacetylation of a-acetoxylactones is difficult. Attempted chemical deacetylation of 5-O-acetyl-1,2-O-isopropylidene-cu-D-glucofuranurono-6,3-lactone (1)