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Synthesis of oligonucleotides carrying thiol groups using a simple reagent derived from threoninol

Pérez-Rentero, S.; Grijalvo, S.; Ferreira, R.én.; Eritja, R.

Molecules 17(9): 10026-10045

2012

ISSN/ISBN: 1420-3049
PMID: 22922274
DOI: 10.3390/molecules170910026
Accession: 056080717
Oligonucleotides carrying thiol groups are useful intermediates for a remarkable number of applications involving nucleic acids. In this study, DNA oligonucleotides carrying tert-butylsulfanyl 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.

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Related References

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Ono, A.; Dan, A.; Matsuda, A. 1993: Synthesis of oligonucleotides carrying linker groups at 1'-position of sugar residues Nucleic Acids Symposium Series 29: 13-14
Grijalvo, S.; Ocampo, S.M.; Perales, J.é C.; Eritja, R. 2010: Synthesis of oligonucleotides carrying amino lipid groups at the 3'-end for RNA interference studies Journal of Organic Chemistry 75(20): 6806-6813
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