Patent ID: 8618279

Claim:
A nucleotide having the formula 4, wherein, B is a nucleoside base radical selected from the group consisting of 9-(N 6 -benzoyladeninyl)-, 9-(N 6 -(N,N-dimethylformamidinyl)-adeninyl)-, 1-(N 4 -acetylcytosinyl)-, 1-(N 4 -benzoylcytosinyl)-, 1-(N 4 -isobutyrylcytosinyl)-, 1-(N 4 -(N,N-dimethylformamidinyl)-cytosinyl)-, 1-(N 4 -phenoxyacetylcytosinyl)-, 1-(N 4 -tert-butylphenoxyacetylcytosinyl)-, 1-(N 4 -isopropyl phenoxyacetylcytosinyl)-, 9-(N 2 -isobutyrylguaninyl)-, 9-(N 2 -tert-butylphenoxyacetylguaninyl)-, 9-(N 2 -isopropylphenoxyacetylguaninyl)-, 9-(N 6 -(N,N-dimethylformamidinyl)-guaninyl)-, and 1-uracilyl-; or, a modified nucleoside base radical selected from the group consisting of 9-hypoxanthinyl, 1-thyminyl, 9-purinyl, 9-(N 2 -phenoxyacetyl-2-aminopurinyl) 9-(N 2 â€²N 6 -diphenoxyacetyl-2,6-diaminopurinyl)-, pseudouracilyl, 5-fluoro-1-uracilyl-, 1-(N 4 -benzoyl-5-fluorocytosinyl)-, 5-methyl-1-uracilyl-, 1-(N 4 -benzoyl-5-methylcytosinyl)-, 5-bromo-1-uracilyl-, 1-(N 4 -benzoyl-5-bromocytosinyl)-, 5-iodo-1-uracilyl, 5-vinyl-1-uracilyl, N 3 -methyl-1-uracilyl-, 5-vinyl-1-uracilyl-, 1-(N 4 -benzoyl-N 3 -methylcytosinyl)-, N 3 -methyl-1-thyminyl-, 4-thio-1-uracilyl-, 9-(N 6 -benzoyl-8-bromoadeninyl)-, 9-(N 6 -benzoyl-8-oxoadeninyl)-9-(N 2 -isobutyryl-8-oxoguaninyl)-, 9-(N 6 -(N,N-dimethylformamidinyl)-8-oxoguaninyl)-, 8-oxo-9-hypoxanthinyl, 8-bromo-9-hypoxanthinyl-, 9-(N 1 -methyl-N 6 -(9-fluorenylmethyloxycarbonyl)-adeninyl)-, N 1 -methyl-9-hypoxanthinyl-, 9-(N 1 -methyl-N 2 -(9-fluorenylmethyloxycarbonyl)-guaninyl)-, etheno-9-adeninyl-, and etheno-1-cytosinyl-; Y is an oxygen atom or sulfur atom; X is a linker chain of between C 1-100 , selected from the group consisting of alkyl, alkenyl, cycloalkyl, aryl, and aralkyl in a hydrocarbyl diradical moiety, optionally incorporating the intervening groups â€”Oâ€”, â€”Sâ€”, â€”S(O) 2 â€”, â€”C(O)â€”, or â€”NR 4 â€”, where R 4 is a hydrogen radical, or a substituted C 1 to C 20 alkyl or a substituted aralkyl, and connected to a solid support suitable for oligonucleotide synthesis; W is a linker that contains an ester bond or an oxyethylsulfone group; Z is controlled pore glass (CPG) or polystyrene; R 1 is a protecting group selected from the group consisting of a dimethoxytrityl group (DMT), and a monomethoxytrityl group (MMT), or a hydrogen radical, or an oligonucleotide chain; R 2 is tert-butyl-dimethylsilyl group (TBDMS), triisopropylsilyl oxymethylene group (TOM), 1-(2-fluorophenyl)-4-methoxypiperidiny-4-yl group (Fpmp), 1-(4-chlorophenyl)-4-methoxypiperidiny-4-yl group (CPEP), tetrahydropyranyl group (THP) or O-bis(2-acetoxyethoxy)methyl group (ACE); and R 3 is a cyanoethyl, methyl, ethyl or benzyl radical.