title: Synthesis, dynamic combinatorial chemistry, and PCR amplification of 3'-5' and 3'-6' disulfide-linked oligonucleotides.
abstract: Disulfide dithymidines linked 3'-5' or 3'-6' were synthesized and incorporated into oligonucleotides through a combined phosphotriester and phosphoramidite solid-phase oligonucleotide synthesis approach. The disulfide links are cleaved and formed reversibly in the presence of thiols and oligonucleotides. This link was shown to be sequence-adaptive in response to given templates in the presence of mercaptoethanol. The artificial 3'-5' and 3'-6' disulfide link was tolerated by polymerases in the polymerase chain reaction (PCR). By using sequencing analysis, we show that single mutations frequently occurred randomly in the amplification products of the PCR.
authors.affiliation: Danish National Research Foundation: Center for DNA Nanotechnology, Department of Chemistry and iNANO, Gustav Wieds Vej 14, 8000 Aarhus C (Denmark) http://www.cdna.dk.
authors.forename: Dennis Jul
authors.initials: DJ
authors.lastname: Hansen
authors.forename: Ilenia
authors.initials: I
authors.lastname: Manuguerra
authors.forename: Michael Brøndum
authors.initials: MB
authors.lastname: Kjelstrup
authors.forename: Kurt Vesterager
authors.initials: KV
authors.lastname: Gothelf
mesh_terms: D017931:DNA Primers / Q000737:chemistry / Q000378:metabolism; D004220:Disulfides / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D016133:Polymerase Chain Reaction; D060327:Solid-Phase Synthesis Techniques
chemical_list: D017931:DNA Primers; D004220:Disulfides; D009841:Oligonucleotides
keywords: disulfides; dynamic combinatorial chemistry; nucleic acids; primer extension; solid-phase synthesis