Oligonucleotides containing 2′-O-modified purines
First Claim
1. A compound having the structure:
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whereinX is R1—
(R2)n;
R1 is C2-C20 alkyl, C2-C20 alkenyl, or C2-C20 alkynyl and n is 1 to 6;
R2 is halogen, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, imidazole, N-phthalimido, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, or polyether; and
either one of T3 and T5 is OH, a hydroxyl blocking group, phosphate or an activated phosphate group and the other of T3 and T5 is a nucleotide or both T3 and T5 are nucleotides.
3 Assignments
0 Petitions
Accused Products
Abstract
Compounds are provided containing purine nucleotides that bear moieties X at the 2′ position thereof wherein X is R1—(R2)n; R1 is C3-C20 alkyl, C4-C20 alkenyl or C2-C20 alkynyl; R2 is halogen, hydroxyl, thiol, keto, carboxyl, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, amino, N-phthalimido, imidazole, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, polyether, a group that enhances the pharmacodynamic properties of oligonucleotides, or a group that enhances the pharmacokinetic properties of oligonucleotides; and n is an integer from 0 to about 6. Such compounds are useful for modulating the synthesis of proteins.
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Citations
15 Claims
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1. A compound having the structure:
-
wherein X is R1—
(R2)n;
R1 is C2-C20 alkyl, C2-C20 alkenyl, or C2-C20 alkynyl and n is 1 to 6;
R2 is halogen, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, imidazole, N-phthalimido, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, or polyether; and
either one of T3 and T5 is OH, a hydroxyl blocking group, phosphate or an activated phosphate group and the other of T3 and T5 is a nucleotide or both T3 and T5 are nucleotides. - View Dependent Claims (3, 4, 5, 6, 7, 8, 9)
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2. A compound having the structure:
-
wherein X is R1—
(R2)n;
R1 is C1-C20 alkyl, C4-C20 alkenyl, or C2-C20 alkynyl;
R2 is halogen, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, imidazole, N-phthalimido, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, or polyether;
either one of T3 and T5 is OH, a hydroxyl blocking group, phosphate or an activated phosphate group and the other of T3 and T5 is a nucleotide, or both T3 and T5 are nucleotides; and
n is an integer from 1 to 6. - View Dependent Claims (11, 12, 13)
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10. The compound of claim wherein R1 is C2-C20 alkynyl and n is 1 to 6.
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14. A compound having the structure:
wherein X is R1—
(R2)n;
R1 is C4-C20 alkyl, C4-C20 alkenyl, or C2-C20 alkynyl and n is 0;
or R1 is C1-C20 alkyl, C2-C20 alkenyl, or C2-C20 alkynyl and n is 1 to 6;
R2 is hydroxyl, thiol, keto, carboxyl, or amino; and
either one of T3 and T5 is OH, a hydroxyl blocking group, phosphate or an activated phosphate group and the other of T3 and T5 is a nucleotide or both T3 and T5 are nucleotides.
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15. A compound having the structure:
-
wherein X is R1—
(R2)n;
R1 is C1-C20 alkyl, C4-C20 alkenyl, or C2-C20 alkynyl;
R2 is hydroxyl, thiol, keto, carboxyl, or amino;
either one of T3 and T5 is OH, a hydroxyl blocking group, phosphate or an activated phosphate group and the other of T3 and T5 is a nucleotide, or both T3 and T5 are nucleotides; and
n is an integer from 0 to 6.
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Specification