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Updated: Feb 5, 2026

Nucleoside Triphosphates - From Synthesis to Biochemical Characterization
Published on: April 3, 2014
When nucleoside chemistry met hypervalent iodine reagents
Mahesh K Lakshman1, Barbara Zajc1
1Department of Chemistry & Biochemistry, The City College of New York, 160 Convent Avenue, New York, NY 10031, USA, and The Ph.D. Program in Chemistry, The Graduate Center of the City University of New York, New York, NY 10016, USA.
Hypervalent iodine reagents are increasingly used in nucleoside chemistry for synthesizing diverse analogues. This review covers applications from 2003-2017, highlighting novel sulfur, selenium, and carbocyclic nucleoside derivatives.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Nucleoside Chemistry
Background:
- Hypervalent iodine reagents have emerged as versatile tools in organic synthesis.
- Nucleoside chemistry is crucial for developing therapeutic agents and understanding biological processes.
Purpose of the Study:
- To review the applications of hypervalent iodine reagents in nucleoside chemistry.
- To highlight key synthetic transformations and novel nucleoside analogues developed between 2003 and 2017.
Main Methods:
- Literature review of published research from 2003-2017.
- Focus on studies utilizing hypervalent iodine reagents in nucleoside synthesis.
Main Results:
- Synthesis of nucleoside analogues with sulfur and seleno sugar surrogates.
- Construction of unusual carbocyclic and ether ring-containing nucleosides.
- Introduction of sulfur and selenium into nucleoside bases and synthesis of heterocyclic nucleoside analogues.
Conclusions:
- Hypervalent iodine reagents offer efficient and selective methods for nucleoside modification and analogue synthesis.
- These reagents facilitate the creation of diverse nucleoside structures with potential biological activities.
- The reviewed period shows significant advancements in leveraging hypervalent iodine chemistry for nucleoside research.
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