Chemical synthesis of the 5′-terminal part bearing cap structure of messenger RNA of cytoplasmic polyhedrosis virus (CPV): m7G5′ pppAmpG and m7G5pppAmpGpU
- 26 March 1984
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 12 (6) , 2939-2954
- https://doi.org/10.1093/nar/12.6.2939
Abstract
The 5′-terminal structures of mRNA bearing the so-called ‘cap,’ from cytoplasmic polyhedrosis virus (CPV), m 7 G 5 pppAmpG and m 7 G 5 pppAmpGpU, were first chemically synthesized. S,S-Di(4-methoxyphenyl) N 6 -benzoyl-2′-O-methyladenosine 5′-phosphorodithioate ((ArS) 2 pAm bz ) was prepared by phosphorylation of the 5′-hydroxyl group of N 6 -benzoyl-2′-O-methyladenosine with S,S-di(4-methoxyphenyl) phosphorpdithioate by TPS. By the triester approach using (ArS)- 2 pAm bz as starting material, the protected dinucleotide and trinucleotide bearing 5′-phosphate group were synthesized. The protective groups of the dinucleotide and trinucleotide were removed to obtain pAmpG and pAmpGpU, respectively. By the reaction of a capping agent ((PhS)ppm 7 G) with pAmpG and pAmpGpU in the presence of silver nitrate or iodine. The 5′-terminal structure of the messenger RNA strand of CPV, which was labelled isotopically, was confirmed completely as m 7 G 5 pppAmGpU by cochromatography with the materials chemically synthesized hereKeywords
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