Novel lipase-catalysed highly selective acetylation studies on D-arabino- and D-threo-polyhydroxyalkyltriazoles.
Capabilities of lipases from Candida antarctica, Candida rugosa and porcine pancreas have been evaluated for regioselective acetylation of 2-phenyl-4-(D-arabino-tetrahydroxybutyl)-2H-1,2,3-triazole, 2-phenyl-4-(D-arabino-O-1',2'-isopropylidene-3',4'-dihydroxybutyl)-2H-1,2,3-triazole and 2-phenyl-4-(D-threo-trihydroxypropyl)-2H-1,2,3-triazole, precursors for the synthesis of triazolylacyclonucleosides. C. antarctica lipase and porcine pancreatic lipase exhibited exclusive selectivity for the acetylation of primary hydroxyl group over secondary hydroxyl group(s) in all the three cases.
Prasad
Ashok K
AK
Department of Chemistry, University of Delhi, Delhi-110 007, India.
Himanshu
Bhattacharya
Anupam
A
Olsen
Carl E
CE
Parmar
Virinder S
VS
D000107:Acetylation; D000818:Animals; D001089:Arabinose / Q000378:metabolism; D002175:Candida / Q000201:enzymology; D002384:Catalysis; D008049:Lipase / Q000378:metabolism*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013552:Swine; D014230:Triazoles / Q000737:chemistry / Q000378:metabolism*
D014230:Triazoles; D001089:Arabinose; D008049:Lipase