- Process for the preparation of 2'-O-alkyl purine phosphoramidites
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2'-O-alkylated guanosine, uridine, cytidine, and 2,6-diaminopurine 3'-O-phosphoramidites are prepared by alkylating nucleoside precursors, adding suitable blocking groups and phosphitylating. Alkylation is effected on 2,6-diamino-9-(β-D-ribofuranosyl)purine followed by deamination to prepare guanosine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected on a dialkyl stannylene derivative of uridine to prepare uridine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on cytidine to prepare cytidine 2'-O-alkylated 3'-O-phosphormidites. Alkylation is effected directly on 2,6-diaminopurine to prepare 2,6-diaminopurine 2'-O-alkylated 3'-O-phosphormidites.
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- REGIOSPECIFIC CLEAVAGE OF RNA BY RNASE H FROM E. coli IN THE PRESENCE OF A COMPLEMENTARY OLIGONUCLEOTIDE WITH INSERTED ALTERNATING 2'-O-METHYLCYTIDINE RESIDUES
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Undecanucleotide dA-dC-dC-dA-Cm-Cm-dG-Cm-dG-Cm-dT (Cm = 2'-O-methylcytidine) was prepared and used as a probe for splitting of 5S rRNA fragment by RNase H (E. coli).It was found that substitution of 2'-deoxycytidine of d(ACCACCGCGCT) by 2'-O-methylcytidin
- Metelev, Valerii G.,Krynetskaya, Natalya F.,Purmal, Andrei A.,Shabarova, Zoya A.,Tocik, Zdenek,et al.
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p. 2781 - 2786
(2007/10/02)
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- SYNTHESIS OF N,O-PROTECTED DERIVATIVES OF 2'-O-METHYLCYTIDINE AND OF 2'-O-METHYL- AND N1-METHYLGUANOSINES
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Using selective 3',5'-O-tetraisopropyldisiloxane protection, N-acyl-2'-O-methyl derivatives of cytidine and guanosine and of 2'-O-tetrahydropyranyl-N1-methyl-guanosine have been synthesized.It has been shown that the spatial screening of the am
- Gladkaya, V. A.,Levitskaya, Z. V.,Shalamai, A. S.,Usenko, L. S.,Dashevskaya, T. A.
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p. 488 - 492
(2007/10/02)
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- Synthesis of 2',3'-Differentiated Ribonucleosides via Glycosylation. Reactions with 2-O-Me or 2-O-TBDMS Ribofuranose Derivatives. 1. Pyrimidine Series
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The synthesis of 2',3' asymmetrically substituted pyrimidine ribonucleosides in 70-95percent yields by using modified Vorbruggen conditions with "nonparticipating" 2-O-CH3 and 2-O-TBDMS ribofuranoses is described.Such compounds are useful synthons for oligoribonucleotide synthesis, including incorporation of "rare" bases.New and practically useful conditions for placement (using 1,2,4-triazole) and removal (KF/crown ether) of the tert-butyldimethylsilyl (TBDMS) protecting group are also reported.
- Chavis, C.,Dumont, F.,Wightman, R. H.,Ziegler, J. C.,Imbach, J. L.
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p. 202 - 206
(2007/10/02)
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