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Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
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Resolved P-metalated nucleoside phosphoramidites
Erica J Miller1, Kevin J Garcia, Erin C Holahan
1Department of Chemistry, Bucknell University , Lewisburg, Pennsylvania 17837, United States.
Inorganic Chemistry
|December 2, 2014
Summary
Researchers synthesized rare P-metalated nucleoside phosphoramidites. Gold was used as a metal center and then removed, allowing platinum to form a unique platinated dinucleoside with high stereoselectivity.
Area of Science:
- Organometallic Chemistry
- Nucleoside Chemistry
- Synthetic Chemistry
Background:
- P-metalated nucleoside phosphoramidites are rare and synthetically challenging compounds.
- Previous methods for metalation often involve stable metal complexes that are difficult to remove.
Purpose of the Study:
- To describe the synthesis of resolved P-metalated nucleoside phosphoramidites.
- To develop a method for the facile removal of the metal center.
- To explore the subsequent metalation with platinum.
Main Methods:
- Synthesis of gold-metalated nucleoside phosphoramidites.
- Demelation using basic phosphines or solid-supported triphenylphosphine.
- Platination of the free nucleoside phosphoramidite.
Main Results:
- Successfully synthesized resolved P-metalated nucleoside phosphoramidites.
- Demonstrated efficient removal of the gold center.
- Generated a unique platinated dinucleoside species with a diastereomeric ratio exceeding 99:1.
Conclusions:
- The developed method allows for the synthesis and manipulation of P-metalated nucleoside phosphoramidites.
- This provides access to novel platinum-containing dinucleoside species with high stereochemical control.

