Amine-derivatized nucleosides and oligonucleosides
First Claim
Patent Images
1. A compound which hybridizes with a nucleic acid and comprises a plurality of linked nucleosides, wherein:
- each nucleoside includes a pentofuranosyl sugar portion and a base portion; and
at least one of said nucleosides bears at a 2′
-O-position, a 3′
-O-position, or a 5′
-O-position of said pentofuranosyl sugar, a terminal substituent having formula;
—
RA—
N(R1a)(R1b) where;
RA is alkyl having from 1 to about 10 carbon atoms or (CH2—
CH2—
Q)x;
R1a and R1b, independently, are H, R2, or an amine protecting group or have formula C(X)—
R2, C(X)—
RA—
R2, C(X)—
Q—
RA—
R2, C(X)—
Q—
R2; and
R2 is a peptide;
X is O or S;
each Q is, independently, is NH, O, or S; and
x is 1 to about 200.
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Abstract
Nucleotides and oligonucleosides functionalized to include alkylamino functionality, and derivatives thereof. In certain embodiments, the compounds of the invention further include steroids, reporter molecules, reporter enzymes, lipophilic molecules, peptides or proteins attached to the nucleotides through the alkylamino group.
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Citations
6 Claims
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1. A compound which hybridizes with a nucleic acid and comprises a plurality of linked nucleosides, wherein:
-
each nucleoside includes a pentofuranosyl sugar portion and a base portion; and
at least one of said nucleosides bears at a 2′
-O-position, a 3′
-O-position, or a 5′
-O-position of said pentofuranosyl sugar, a terminal substituent having formula;
—
RA—
N(R1a)(R1b)where; RA is alkyl having from 1 to about 10 carbon atoms or (CH2—
CH2—
Q)x;
R1a and R1b, independently, are H, R2, or an amine protecting group or have formula C(X)—
R2, C(X)—
RA—
R2, C(X)—
Q—
RA—
R2, C(X)—
Q—
R2; and
R2 is a peptide;
X is O or S;
each Q is, independently, is NH, O, or S; and
x is 1 to about 200. - View Dependent Claims (2, 3, 4, 5, 6)
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Specification