title: Synthesis and biophysical analysis of modified thymine-containing DNA oligonucleotides.
abstract: We report the synthesis of a 5-formyl-2'-deoxyuridine (5fU) phosphoramidite and the preparation of oligonucleotides comprising all known, naturally observed eukaryotic thymidine modifications. Biophysical characterization of the synthetic oligonucleotides indicates that 5fU, but not the other T-derivatives, can alter DNA structures.
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. sb10031@cam.ac.uk.
authors.forename: F
authors.initials: F
authors.lastname: Kawasaki
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. sb10031@cam.ac.uk.
authors.forename: P
authors.initials: P
authors.lastname: Murat
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. sb10031@cam.ac.uk.
authors.forename: Z
authors.initials: Z
authors.lastname: Li
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. sb10031@cam.ac.uk.
authors.forename: T
authors.initials: T
authors.lastname: Santner
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, UK. sb10031@cam.ac.uk and Cancer Research UK Cambridge Institute, Li Ka Shing Centre, Robinson Way, Cambridge CB2 0RE, UK and School of Clinical Medicine, University of Cambridge, Cambridge CB2 0SP, UK.
authors.forename: S
authors.identifier: http://orcid.org/0000-0002-0281-5815
authors.initials: S
authors.lastname: Balasubramanian
mesh_terms: D004247:DNA / Q000032:analysis* / Q000138:chemical synthesis / Q000737:chemistry*; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D009841:Oligonucleotides / Q000032:analysis* / Q000138:chemical synthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013941:Thymine / Q000737:chemistry*
chemical_list: D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; C061519:5-formyl-2'-deoxyuridine; D004247:DNA; D013941:Thymine; D003857:Deoxyuridine