Back to results
US 6,673,912 B1Granted
2′-O-aminoethyloxyethyl-modified oligonucleotides
AssigneeIsis Pharmaceuticals, Inc.
InventorsMuthiah Manoharan, Phillip Dan Cook
Life of this patent
Estimating the term…
Abstract
2′-O-Modified ribosyl nucleosides and modified oligomeric compounds containing such nucleosidic monomers are disclosed. Oligomeric compounds are disclosed that have increased binding affinity as shown by molecular modeling experiments. The 2′-O-modified nucleosides of the invention include ring structures that position the sugar moiety of the nucleosides preferentially in 3′ endo geometries.
Claims31
An oligomeric compound having at least one nucleoside of the formula:
- wherein
- Bx is a heterocyclic base;
- each R1 and R2 is, independently, H, a nitrogen protecting group, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C10 alkynyl, wherein said substitution is OR3, SR3, NH3+, N(R3)(R4), guanidino or acyl where said acyl is an acid, amide or an ester;
- or R1 and R2, together, are a nitrogen protecting group or are joined in a ring structure that optionally includes an additional heteroatom selected from N and O;
- and
- each R3 and R4 is, independently, H, C1-C10 alkyl, a nitrogen protecting group, or R3 and R4, together, are a nitrogen protecting group;
- or R3 and R4 are joined in a ring structure that optionally includes an additional heteroatom selected from N and O.
4 more elements
A compound of the formula:
- wherein:
- Bx is a heterocyclic base;
- T1 and T2, independently, are OH, a protected hydroxyl, an activated phosphorus group, a reactive group for forming an internucleotide linkage, a nucleoside, a nucleotide, an oligonucleoside, an oligonucleotide or a linkage to a solid support;
- each R1 and R2 is, independently, H, a nitrogen protecting group, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C2-C10 alkynyl, wherein said substitution is OR3, SR3, NH3+, N(R3)(R4), guanidino or acyl where said acyl is an acid, amide or an ester;
- or R1 and R2, together, are a nitrogen protecting group or are joined in a ring structure that optionally includes an additional heteroatom selected from N and O;
- and
- each R3 and R4 is, independently, H, C1-C10 alkyl, a nitrogen protecting group, or R3 and R4, together, are a nitrogen protecting group;
- or R3 and R4 are joined in a ring structure that optionally includes an additional heteroatom selected from N and O.
5 more elements
Dependencies are inferred from the claim text.