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Molecules 2012, 17(9), 10026-10045; doi:10.3390/molecules170910026

Synthesis of Oligonucleotides Carrying Thiol Groups Using a Simple Reagent Derived from Threoninol

1 Institute for Research in Biomedicine (IRB Barcelona), Baldiri Reixac 10, E-08028 Barcelona, Spain 2 Institute for Advanced Chemistry of Catalonia (IQAC), CSIC, CIBER-BBN Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Jordi Girona 18, E-08034 Barcelona, Spain
* Author to whom correspondence should be addressed.
Received: 27 June 2012 / Revised: 3 August 2012 / Accepted: 14 August 2012 / Published: 24 August 2012
(This article belongs to the Special Issue Nucleic Acid Analogs)
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Oligonucleotides carrying thiol groups are useful intermediates for a remarkable number of applications involving nucleic acids. In this study, DNA oligonucleotides carrying tert-butylsulfanyl (t-BuS) protected thiol groups have been prepared. A building block derived from threoninol has been developed to introduce a thiol group at any predetemined position of an oligonucleotide. The resulting thiolated oligonucleotides have been used for the preparation of oligonucleotide conjugates and for the functionalization of gold nanoparticles using the reactivity of the thiol groups.
Keywords: DNA; solid-phase synthesis; threoninol; thiols; gold nanoparticles DNA; solid-phase synthesis; threoninol; thiols; gold nanoparticles
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Pérez-Rentero, S.; Grijalvo, S.; Ferreira, R.; Eritja, R. Synthesis of Oligonucleotides Carrying Thiol Groups Using a Simple Reagent Derived from Threoninol. Molecules 2012, 17, 10026-10045.

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