Oligonucleotides Post-Synthetic Modifications: An Overview of Clickable Nucleoside Phosphoramidites Suitable for...

Area of Science:

• Chemical Biology
• Oligonucleotide Chemistry
• Bioorganic Chemistry

Background:

• Chemical modification enhances oligonucleotide properties for diverse applications.
• Bioorthogonal click chemistry allows efficient, site-specific conjugation of functional groups.
• Clickable nucleoside phosphoramidites are key for modifying oligonucleotides during synthesis.

Purpose of the Study:

• To provide a comprehensive overview of bioorthogonal cycloaddition-based nucleoside phosphoramidites compatible with solid-phase oligonucleotide synthesis (SPOS).
• To analyze the synthetic accessibility, stability, and hybridization of modified oligonucleotides.
• To evaluate the efficiency and kinetics of post-synthetic bioorthogonal reactions and their applications.

Main Methods:

• Review of literature on bioorthogonal nucleoside phosphoramidites.
• Analysis of synthetic strategies and compatibility with SPOS.
• Evaluation of oligonucleotide stability, hybridization, and click reaction performance.

Main Results:

• Overview of reported bioorthogonal nucleoside phosphoramidites compatible with SPOS.
• Discussion of synthetic routes, SPOS compatibility, and oligonucleotide properties.
• Assessment of post-synthetic functionalization kinetics and efficiencies.

Conclusions:

• Bioorthogonal click chemistry using specialized phosphoramidites is a powerful tool for oligonucleotide modification.
• These modified oligonucleotides exhibit favorable properties and enable diverse applications.
• Further development promises advancements in chemical biology, imaging, and therapeutics.