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Bioconjugation of Functionalized Oligodeoxynucleotides with Fluorescence Reporters for Nanoparticle Assembly.

Erwin Doe¹, Hannah L Hayth¹, Emil F Khisamutdinov²

¹Department of Chemistry, Ball State University, Muncie, IN, USA.

Methods in Molecular Biology (Clifton, N.J.)

|August 12, 2023

Summary

This study presents a click chemistry method to enhance oligodeoxynucleotides (ODNs) for nanotechnology and therapeutics. The bioconjugation improves ODN properties and enables targeted delivery of therapeutic or reporter molecules.

Keywords:

Bioconjugation Click chemistry Fluorescence reporters Nucleic acid nanoparticles

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Area of Science:

Nucleic acid nanotechnology
Chemical biology
Bioconjugation chemistry

Background:

Oligodeoxynucleotides (ODNs) require improved properties for advanced applications in nanotechnology and therapeutics.
Chemical modification and conjugation are key strategies to enhance ODN functionality and enable targeted delivery.
Bioconjugation of nucleic acids to small molecules facilitates the transport of diverse functionalities to specific biological targets.

Purpose of the Study:

To develop a generalized methodology for enhancing oligodeoxynucleotides (ODNs) through bioconjugation.
To demonstrate the utility of click chemistry, specifically azide-alkyne cycloaddition, for ODN modification.
To improve the intrinsic properties of ODNs and enable their use as nano-delivery systems.

Main Methods:

Utilized azide-alkyne cycloaddition, a type of click reaction, for bioconjugation.
Conjugated a cyanine-3 alkyne moiety to an azide-functionalized ODN 12-mer.
Conjugated a 3-azido 7-hydroxycoumarin to an alkyne-functionalized ODN 12-mer.

Main Results:

Successfully demonstrated a generalized methodology for ODN bioconjugation using click chemistry.
Achieved efficient conjugation of reporter molecules (cyanine-3 and hydroxycoumarin) to ODNs.
Established a versatile platform for modifying ODNs with various functional moieties.

Conclusions:

The described click chemistry approach provides a robust method for enhancing ODN properties.
This bioconjugation strategy significantly improves the utility of ODNs in nanotechnology and therapeutics.
The methodology offers a facile route for creating functionalized ODNs for targeted delivery and molecular reporting.