title: A new method for the preparation of modified oligonucleotides.
abstract: [reaction-see text] N-Nitrothymidine can be transformed into a phosphoramidite building block suitable for oligonucleotide synthesis using the standard phosphite triester solid-phase approach. The N-nitrothymidine residues remain stable during the elongation cycles and react smoothly with primary amines, furnishing oligonucleotides containing N3-modified thymidines. A number of N3-substituted oligonucleotides have been prepared using this methodology, some of them incorporating aminoalkyl or hydroxyalkyl groups.
authors.affiliation: Departament de Química Orgànica, Universitat de Barcelona, Martí i Franquès 1, 08028 Barcelona, Spain.
authors.forename: Olga
authors.initials: O
authors.lastname: Gorchs
authors.forename: Marta
authors.initials: M
authors.lastname: Hernández
authors.forename: Lourdes
authors.initials: L
authors.lastname: Garriga
authors.forename: Enrique
authors.initials: E
authors.lastname: Pedroso
authors.forename: Anna
authors.initials: A
authors.lastname: Grandas
authors.forename: Jaume
authors.initials: J
authors.lastname: Farràs
mesh_terms: D000588:Amines / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D007202:Indicators and Reagents; D009841:Oligonucleotides / Q000138:chemical synthesis*; D012116:Resins, Plant; D021241:Spectrometry, Mass, Electrospray Ionization; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D000588:Amines; D007202:Indicators and Reagents; D009841:Oligonucleotides; D012116:Resins, Plant; D006859:Hydrogen