US 7,582,739 B2 · Negatively charged minor groove binders

Abstract

The present invention provides a negatively charged minor groove binding compound, oligonucleotide conjugates comprising the same, and methods for using the same. The negatively charged minor groove binding compounds of the present invention comprises an acidic moiety that is capable of being ionized under physiological conditions. In particular, the negatively charged minor groove binding compound of the present invention comprises a binding moiety that binds preferentially into a minor groove of a double, triple or higher stranded DNA, RNA, PNA or hybrids thereof. The binding moiety comprises at least one aryl moiety and an acidic moiety which is covalently attached to a phenyl portion of the aryl moiety or to a heteroatom of a heteroaryl portion of the aryl moiety.

Claims32

Dependent claims

An oligonucleotide-negatively charged minor groove binder conjugate comprising:

a negatively charged minor groove binder moiety comprising:
at least one aryl moiety, and
at least one acidic moiety capable of ionizing under physiological conditions, wherein said acidic moiety is covalently attached to at least one of said aryl moiety and optionally comprises an acidic moiety linker;
an oligonucleotide moiety which is covalently attached to said negatively charged minor groove binder moiety, wherein said negatively charged minor
groove binder moiety is covalently attached to 3′-position, 5′-position or an internal sugar moiety of said oligonucleotide;
and
wherein the conjugate retains said at least one acidic moiety of the negatively charged minor groove binder moiety.

4 more elements

Dependencies are inferred from the claim text.

Negatively charged minor groove binders

Life of this patent

Negatively charged minor groove binders

Life of this patent

Abstract

Claims32