Miyashita Takanori, Sakata Shinji, Hayakawa Hiroyuki
Chemistry & Pharmacology Laboratory, Biochemicals Division, Yamasa Corporation, 10-1, Araoicho 2-Chome Choshi, Chiba-Ken 288-0056, Japan.
Nucleic Acids Res Suppl. 2003(3):33-4. doi: 10.1093/nass/3.1.33.
L-Enantio-uracil dinucleotide, which consists of two L-uridylic acids and one pyrophosphate, was synthesized for the first time in our laboratory. Benzolyated L-uridine was prepared by a steroselective glycosylation of silylated uracil with L-1-acetoxy-2,3,5-tri-O-benzoylribose (L-ABR). After deprotection, L-uridine was converted to L-UP4U by the treatment of L-UMP morpholidate with triethyammonium pyrophosphate (TEA-PPi). Spectral data of synthesized L-UP4U are given in a reference. All spectral data were identical with those of the D-enantiomer except the optical rotation. It showed a positive value compared to the D-enantiomer having a negative value.
