Synthesis of D-allose fatty acid esters via lipase-catalyzed regioselective transesterification.
The acylation of the rare sugar, D-allose (the C-3 epimer of D-glucose), with fatty acid vinyl esters was successfully carried out using Candida antarctica lipase in acetonitrile at 45 degrees C to give D-allose 6-alkanoates with high regioselectivity in good yields.
Afach
Ghanwa
G
Department of Biochemistry and Food Science, Faculty of Agriculture, Kagawa University, Kagawa 761-0795, Japan.
Kawanami
Yasuhiro
Y
Izumori
Ken
K
D000818:Animals; D002175:Candida / Q000201:enzymology; D002384:Catalysis; D004951:Esterification; D004952:Esters / Q000737:chemistry* / Q000378:metabolism*; D005227:Fatty Acids / Q000737:chemistry* / Q000378:metabolism*; D005947:Glucose / Q000737:chemistry* / Q000378:metabolism*; D008049:Lipase / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012997:Solvents; D013552:Swine
D004952:Esters; D005227:Fatty Acids; D012997:Solvents; C002055:allose; D008049:Lipase; D005947:Glucose