4.6 Review

Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries

Journal

MOLECULES
Volume 18, Issue 11, Pages 14268-14284

Publisher

MDPI AG
DOI: 10.3390/molecules181114268

Keywords

DNA; RNA; phosphoramidites; H-phosphonates; boranephosphonates; metallophosphonates; boranealkylphosphines

Funding

  1. National Institutes of Health
  2. National Science Foundation
  3. American Cancer Society
  4. University of Colorado

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The chemical synthesis of DNA and RNA is universally carried out using nucleoside phosphoramidites or H-phosphonates as synthons. This review focuses on the phosphorus chemistry behind these synthons and how it has been developed to generate procedures whereby yields per condensation approach 100% with very few side products. Additionally the synthesis and properties of certain DNA and RNA analogs that are modified at phosphorus will also be discussed. These analogs include boranephosphonates, metallophosphonates, and alkylboranephosphines.

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