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  • Preparation of a new phosphorylating agent: S-(N-monomethoxytrxtylaminoethyl)-O-(o-chlorophenyl)phosphorothioate and its application in oligonucleotide synthesis
  • Add time:08/13/2019         Source:sciencedirect.com

    A new phosphorylating agent, S-(N-monomethoxytritylaminoethyl)-O-(o-chlorophenyl)phosphorothioate (3), was prepared. It was used for phosphorylation with a 5'-hydroxyl group of an oligonucleotide. After base labile protecting groups were removed, the partially deprotected oligonucleotide was separated and converted to the oligonucleotide with an aminoethyl or a phosphoryl group at the 5'-end by treatment with 80% acetic acid or iodine-water, respectively. By using 14 as a linker between a 3'-hydroxyl group and a resin, an oligonucleotide with a phosphate at the 3'-end was prepared.The syntheses of ppT, pppT, A5'pp5'T and A5'ppp5'T were also performed by treatment of 5'-O-(N-monomethoxytritylaminoethylthiophosphoryl) thyrnidine with″ tri-n-octylammonium salt of phosphoric acid, pyrophosphoric acid, pA and ppA, respectively.

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