A new synthetic method for 5'-triphosphoryl-adenylyl-(2'-5')-adenylyl-(2'-5')-adenosine (2-5A) and 2-5A core using 3'-O-tetrahydrofuranyl-adenosine derivatives.
作者:Eiko Ohtsuka、Akio Yamane、Morio Ikehara
DOI:10.1248/cpb.30.376
日期:——
2' or 3'-O-Tetrahydrofuranyl derivatives of ribonucleosides have been synthesized by treating 2, 3-dihydrofurane with bis tert-butyldi-methylsilyl N-protected nucleosides. Using 3'-O-tetrahydrofuranyl-N-benzoyladenosine as the starting meterial 5'-phosphoryladenylyl-(2'-5')-adenylyl-(2'-5')-adenosine was synthesized in a good yield and converted to the triphosphoryl derivative (2-5A). The 2'-5' linked triadenylate (2-5A core) was also prepared by the same phosphotriester method.
Studies on transfer ribonucleic acids and related compounds. XLIV. A large-scale synthesis of the anticodon heptanucleotide of formyl-methionine transfer ribonucleic acid by using 2'-O-tetrahydrofuranylnucleosides.
2'-O-Tetrahydrofuranyl nucleosides were prepared by an improved procedure via 3', 5'-tetraisopropyldisiloxanylnucleosides. A large scale synthesis of the anticodon heptanucleotide C-U-C-A-U-A-A of E. coli formylmethionine tRNA was performed by the phosphotriester method involving condensation of oligonucleotides having 2'-O-tetrahydrofuranyl protecting groups.