title: Synthesis of oligonucleotides carrying thiol groups using a simple reagent derived from threoninol.
abstract: 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.
authors.affiliation: Institute for Research in Biomedicine-IRB Barcelona, Baldiri Reixac 10, E-08028 Barcelona, Spain.
authors.forename: Sonia
authors.initials: S
authors.lastname: Pérez-Rentero
authors.forename: Santiago
authors.initials: S
authors.lastname: Grijalvo
authors.forename: Rubén
authors.initials: R
authors.lastname: Ferreira
authors.forename: Ramon
authors.initials: R
authors.lastname: Eritja
mesh_terms: D000605:Amino Alcohols / Q000737:chemistry*; D002072:Butylene Glycols / Q000737:chemistry*; D004247:DNA / Q000737:chemistry; D006046:Gold / Q000737:chemistry; D053768:Metal Nanoparticles / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000605:Amino Alcohols; D002072:Butylene Glycols; D009841:Oligonucleotides; D013438:Sulfhydryl Compounds; C532652:threoninol; D006046:Gold; D004247:DNA