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Title

New carbamate supports for the preparation of 3'-amino-modified oligonucleotides

AuthorsAviñó, Anna; Güimil García, Ramón; Alberico, Fernando; Mann, Matthias; Wilm, Matthias S.; Neubauer, Gitte; Eritja Casadellà, Ramón
KeywordsCarbamic acid
Oligonucleotides
Chemical modification
Mass Spectrometry
Issue DateOct-1996
PublisherElsevier
CitationBioorganic and Medicinal Chemistry 4(10):1649-1658 (1996)
AbstractA 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.
Publisher version (URL)10.1016/0968-0896(96)00156-3
URIhttp://hdl.handle.net/10261/141159
DOI10.1016/0968-0896(96)00156-3
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