Synthesis of 2'(3')-O-DL-alanyl hexainosinic acid using T4 RNA ligase: suppression of the enzymic reverse transfer reaction by alkaline phosphatase.
2'(3')-O-DL-Alanyl (Ip)5I was synthesized by a new method. An alanine ortho ester of inosine 5'-phosphate was added to (Ip)4I using the ATP-independent reaction of T4 RNA ligase, and the product was converted smoothly to the desired ester. The enzymic reverse transfer reaction was conveniently suppressed by the dephosphorylation of the adenosine 5'-phosphate coproduct, catalyzed in situ by alkaline phosphatase.
D000469:Alkaline Phosphatase / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D007291:Inosine Monophosphate / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D007292:Inosine Nucleotides / Q000138:chemical synthesis*; D011118:Polynucleotide Ligases / Q000378:metabolism*; D011130:RNA Ligase (ATP) / Q000378:metabolism*; D013604:T-Phages / Q000201:enzymology*
D007202:Indicators and Reagents; D007292:Inosine Nucleotides; D007291:Inosine Monophosphate; C037443:2'(3')-O-alanyl hexainosinic acid; D000469:Alkaline Phosphatase; D011118:Polynucleotide Ligases; D011130:RNA Ligase (ATP)