Reagents for universal site-specific labeling and modifications of nucleic acids
First Claim
1. A method for modifying a nucleic acid molecule, comprising:
- (a) monophosphoramidating H2N(CH2)nNH2 to the 5′
end of the nucleic acid to form a conjugated product, wherein n is an integer from 2 to 6, and the conjugated product has a formula of;
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Abstract
The present invention discloses a method of harnessing versatile phosphoramidation reactions to regioselectively link a group of alkynyl-/azido-containing compounds to post-synthetic nucleic acids primed with phosphate at the 5′ termini. The method includes steps of: (a) monophosphoramidating H2N(CH2)nNH2 to the 5′ end of the nucleic acid to form an intermediate 1 where n is an integer from 2 to 6, and the intermediate 1 has a formula of:
(b) amidating the free —NH2 group of the intermediate 1 with
to form an intermediate 2; and (c) reacting the terminal —N3 group of the intermediate 2 with 1-{3-{[4-(2-cyclooctyn-1-ylmethyl)benzoyl]amino}propyl}-4-{2-[4-(dimethylamino)phenyl]ethenyl}pyridinium hexafluorophosphate (Alkyne MegaStokes dye 608) by the SPAAC reaction to form modified nucleic acids. Without the presence of Cu(I), the modified nucleic acids were subjected to azide-alkyne cycloaddition in an aqueous solution to obtain various nucleic acid conjugates with a high yield.
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Citations
3 Claims
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1. A method for modifying a nucleic acid molecule, comprising:
(a) monophosphoramidating H2N(CH2)nNH2 to the 5′
end of the nucleic acid to form a conjugated product, wherein n is an integer from 2 to 6, and the conjugated product has a formula of;- View Dependent Claims (2, 3)
Specification