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

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% w...

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Main Authors: Subhadeep Roy, Marvin Caruthers
Format: Article
Language:English
Published: MDPI AG 2013-11-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/18/11/14268
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author Subhadeep Roy
Marvin Caruthers
author_facet Subhadeep Roy
Marvin Caruthers
author_sort Subhadeep Roy
collection DOAJ
description 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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spelling doaj.art-cc53788fce7c468a9898d89157eba64e2022-12-22T03:23:48ZengMDPI AGMolecules1420-30492013-11-011811142681428410.3390/molecules181114268molecules181114268Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate ChemistriesSubhadeep Roy0Marvin Caruthers1Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USADepartment of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USAThe 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.http://www.mdpi.com/1420-3049/18/11/14268DNARNAphosphoramiditesH-phosphonatesboranephosphonatesmetallophosphonatesboranealkylphosphines
spellingShingle Subhadeep Roy
Marvin Caruthers
Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
Molecules
DNA
RNA
phosphoramidites
H-phosphonates
boranephosphonates
metallophosphonates
boranealkylphosphines
title Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
title_full Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
title_fullStr Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
title_full_unstemmed Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
title_short Synthesis of DNA/RNA and Their Analogs via Phosphoramidite and H-Phosphonate Chemistries
title_sort synthesis of dna rna and their analogs via phosphoramidite and h phosphonate chemistries
topic DNA
RNA
phosphoramidites
H-phosphonates
boranephosphonates
metallophosphonates
boranealkylphosphines
url http://www.mdpi.com/1420-3049/18/11/14268
work_keys_str_mv AT subhadeeproy synthesisofdnarnaandtheiranalogsviaphosphoramiditeandhphosphonatechemistries
AT marvincaruthers synthesisofdnarnaandtheiranalogsviaphosphoramiditeandhphosphonatechemistries