Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties

An efficient route for the synthesis of the phosphoramidite derivative of 5-methylcytosine bearing a tert-butylsulfanyl group protected thiol is described. This building block is used for the preparation of oligonucleotides carrying a thiol group at the nucleobase at the internal position of a DNA s...

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Main Authors: Sónia Pérez-Rentero, Ramón Eritja, Alejandra V. Garibotti
Format: Article
Language:English
Published: MDPI AG 2010-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/15/8/5692/
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author Sónia Pérez-Rentero
Ramón Eritja
Alejandra V. Garibotti
author_facet Sónia Pérez-Rentero
Ramón Eritja
Alejandra V. Garibotti
author_sort Sónia Pérez-Rentero
collection DOAJ
description An efficient route for the synthesis of the phosphoramidite derivative of 5-methylcytosine bearing a tert-butylsulfanyl group protected thiol is described. This building block is used for the preparation of oligonucleotides carrying a thiol group at the nucleobase at the internal position of a DNA sequence. The resulting thiolated oligonucleotides are useful intermediates to generate oligonucleotide conjugates carrying molecules of interest at internal positions of a DNA sequence.
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spelling doaj.art-861b0e8628e24f8e8b23b762f015c9012022-12-21T19:01:19ZengMDPI AGMolecules1420-30492010-08-011585692570710.3390/molecules15085692Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine MoietiesSónia Pérez-RenteroRamón EritjaAlejandra V. GaribottiAn efficient route for the synthesis of the phosphoramidite derivative of 5-methylcytosine bearing a tert-butylsulfanyl group protected thiol is described. This building block is used for the preparation of oligonucleotides carrying a thiol group at the nucleobase at the internal position of a DNA sequence. The resulting thiolated oligonucleotides are useful intermediates to generate oligonucleotide conjugates carrying molecules of interest at internal positions of a DNA sequence.http://www.mdpi.com/1420-3049/15/8/5692/solid-phase synthesisoligonucleotidesDNAthiololigonucleotide conjugates
spellingShingle Sónia Pérez-Rentero
Ramón Eritja
Alejandra V. Garibotti
Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
Molecules
solid-phase synthesis
oligonucleotides
DNA
thiol
oligonucleotide conjugates
title Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
title_full Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
title_fullStr Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
title_full_unstemmed Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
title_short Solid-Phase Synthesis of Oligodeoxynucleotides Containing N4-[2-(t-butyldisulfanyl)ethyl]-5-methylcytosine Moieties
title_sort solid phase synthesis of oligodeoxynucleotides containing n4 2 t butyldisulfanyl ethyl 5 methylcytosine moieties
topic solid-phase synthesis
oligonucleotides
DNA
thiol
oligonucleotide conjugates
url http://www.mdpi.com/1420-3049/15/8/5692/
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