New carbamate supports for the preparation of 3'-amino-modified oligonucleotides.
A novel approach for the preparation of oligonucleotides carrying amino groups at the 3'-end is described. Several CPG supports having aminoalkyl groups and 3'-amino-2',3'-dideoxynucleosides linked through base-labile carbamate linkages such as 2-(2-nitrophenyl)ethoxycarbonyl and fluorenylmethoxycarbonyl were prepared using two different strategies. These supports are compatible to the standard solid phase phosphite-triester methodology and yield oligonucleotides containing amino groups at the 3'-end. Several properties of the 3'-amino oligonucleotides, such as nuclease resistance, hybridization, and preparation of oligonucleotide conjugates are discussed.
Aviñó
A
A
Department of Molecular Biology, Centro de Investigación y Desarrollo-CSIC, Barcelona, Spain.
Güimil Garcia
R
R
Albericio
F
F
Mann
M
M
Wilm
M
M
Neubauer
G
G
Eritja
R
R
D002219:Carbamates / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003907:Dexamethasone; D015224:Dideoxynucleosides / Q000737:chemistry*; D019793:Fluorescein; D005452:Fluoresceins; D013058:Mass Spectrometry; D009841:Oligonucleotides / Q000138:chemical synthesis*
D002219:Carbamates; D015224:Dideoxynucleosides; D005452:Fluoresceins; D009841:Oligonucleotides; D003907:Dexamethasone; D019793:Fluorescein