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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Review Article

Mini-Review of the Phosphate Center Activation Strategy in Nucleoside Triphosphate Preparation

Author(s): Tomasz P. Kaczynski and Marcin K. Chmielewski*

Volume 14, Issue 6, 2017

Page: [448 - 452] Pages: 5

DOI: 10.2174/1570193X14666170420113635

Price: $65

Abstract

Background: Nucleoside triphosphates (NTPs) synthesis has recently been an area of searching for new methods and possible applications in biochemistry and medicine. However, we still lack a universal tool to synthesize NTPs easily and efficiently. For years, the most popular method has been the “one-pot, three step” conception by Ludwig with its subsequent improvements which used Yoshikawa's et al. monophosphorylation method. Further investigation of these reactions has proven many disadvantages: low yields, many byproducts and problems with purification. But they were a starting point for a whole branch of NTPs synthetic methods.

Method: Analysis of this evolution process demonstrates some correctness: using a pyrophosphate as a nucleophile and mechanism involving a cyclic intermediates at some stage. What is changing is the idea of phosphorus center activation and the resulting improvements and limitations.

Conclusion: In this paper we would like to discuss some new achievements in NTPs synthesis considering their role in changing the strategy of phosphorus center activation depending on the needs

Keywords: Nucleoside triphosphates, phosphate center activation, phosphitylation, triphosphitylation, phosphoramidite, pyrophosphate.

Graphical Abstract


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