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Chemical Triphosphorylation of Oligonucleotides
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An RNA Chemical Phosphorylation Reagent Based on the "DMT-On" Strategy
Coelio Vallée1, Jawad Belkheir1, Nina Gonnet1
1Département de Chimie Moléculaire, Université Grenoble Alpes, CNRS UMR 5250, 38000 Grenoble, France.
Organic Letters
|June 3, 2025
Summary
A novel dihydroxyacetone-based reagent simplifies DNA and RNA phosphorylation. This method maintains the benefits of the dimethoxytrityl group, like on-resin monitoring and easy deprotection, for nucleic acid synthesis.
Area of Science:
- Organic Chemistry
- Biochemistry
- Nucleic Acid Chemistry
Background:
- Phosphorylation is crucial for nucleic acid synthesis.
- Existing methods can be complex or require specialized equipment.
Purpose of the Study:
- To introduce a new, efficient phosphorylation reagent for DNA and RNA.
- To leverage established synthetic protocols and protecting group strategies.
Main Methods:
- Development of a phosphorylation reagent using a dihydroxyacetone core.
- Application of a protocol similar to standard nucleic acid synthesis.
- Utilizing the dimethoxytrityl protecting group for synthesis control.
Main Results:
- Successful phosphorylation of DNA and RNA was achieved.
- The protocol is compatible with standard oligonucleotide synthesis equipment.
- Advantages of the dimethoxytrityl group, including on-resin monitoring and HPLC retention, were retained.
Conclusions:
- The new reagent offers a simplified approach to nucleic acid phosphorylation.
- It integrates seamlessly with existing oligonucleotide synthesis workflows.
- This method provides a valuable alternative for researchers in nucleic acid chemistry.
