1245770-90-4

Basic information

• Product Name: 5'-O-levulinoyl-β-L-uridine
• Synonyms: 5'-O-levulinoyl-β-L-uridine
• CAS NO: 1245770-90-4
• Molecular Weight: 342.306
• Mol File: 1245770-90-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5'-O-levulinoyl-β-L-uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-levulinoyl-β-L-uridine(1245770-90-4)
• EPA Substance Registry System: 5'-O-levulinoyl-β-L-uridine(1245770-90-4)

Safety Data

• Hazardous Substances Data: 1245770-90-4(Hazardous Substances Data)

Upstream product

• 58-96-8 β-D/L-uridine 
• 647834-80-8 O-levulinyl acetonoxime 

Relevant articles and documents

Enzymatic parallel kinetic resolution of mixtures of d / l 2′-deoxy and ribonucleosides: An approach for the isolation of β- L -nucleosides

We have developed a lipase-catalyzed parallel kinetic resolution of mixtures of β-d/l-nucleosides. The opposite selectivity during acylation exhibited by Pseudomonas cepacia lipase (PSL-C) with β-d- and β-l-nucleosides furnished acylated compounds that have different R f values. As a consequence, isolation of both products was achieved by simple column chromatography. Computer modeling of the transition-state analogues during acylation of β-d- and β-l-2′-deoxycytidine with PSL-C was carried out to explain the high selectivity. PSL-C favored the 3′-O-levulination of the β-d enantiomer, whereas the 5′-OH group was acylated in 2′-deoxy-β-l-cytidine. In both cases, the cytosine base was placed in the alternate hydrophobic pocket of PSLs substrate-binding site, where it can form extra hydrogen bonds (in addition to the five essential catalytically relevant hydrogen bonds) that stabilize these intermediates catalyzing the selective acylation of β-d/l-nucleosides.