A convenient preparation of 1,2,3-tri-O-acetyl-beta-D-ribofuranose by enzymatic regioselective 5-O-deacetylation of the peracetylated ribofuranose.
The lipase from Candida rugosa (Sigma) was used to catalyze the regioselective deacetylation at the 5-position of 1,2,3,5-tetra-O-acetyl-beta-D-ribofuranose on a preparative scale. Enzymatic deacetylation provides a convenient one-step preparation of 1,2,3-tri-O-acetyl-beta-D-ribofuranose.
Chien
Tun-Cheng
TC
School of Pharmacy, College of Medicine, National Taiwan University, No. 1, Section 1, Jen-Ai Road, Taipei, Taiwan.
Chern
Ji-Wang
JW
D001669:Biochemical Phenomena; D001671:Biochemistry; D002175:Candida / Q000201:enzymology; D002236:Carbohydrate Conformation; D002241:Carbohydrates / Q000737:chemistry; D002855:Chromatography, Thin Layer; D005663:Furans / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry; D008049:Lipase / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009005:Monosaccharides / Q000737:chemistry*; D012266:Ribose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D013053:Spectrophotometry
C493355:1,2,3-tri-O-acetylribofuranose; D002241:Carbohydrates; D005663:Furans; D006027:Glycosides; D009005:Monosaccharides; D012266:Ribose; D008049:Lipase