Primary alkyamino modified oligonucleotides are commonly used in oligonucleotide labeling and conjugations towards such electrophilic moieties as active esters, halogenated aliphatic and aromatic derivatives.1 In general, labeling oligonucleotides with different reporter molecules requires post synthetic solution phase process, where both amino labeled oligonucleotide and corresponding reporter NHS ester dissolved in aqueous organic solvent system. It is important that both reacting synthons are completely soluble in the reaction mixture. Second important requirement for the successful process that the reaction mixture is basic enough to drive coupling reaction to the completion and active ester is stable at least for duration of the reaction.
3’-Amino modified oligonucleotides demonstrated resistance to 3’-exonuclease activity2 and also used as efficient polymerase chain terminator or 3’-blocking group.
Bio-synthesis offers not only wide varieties of 3’-, 5’- and internally amino modified oligonucleotides and also their conjugates with peptides, proteins and antibodies.1
5' Amino Modifications
| 3' Amino Modifications
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Internal Amino Modifications
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Reference:
- http://www.biosyn.com/Bioconjugation.aspx
- Zendegui, J. G.; Vasquez, K. M.; Tinsley, J. H.; Kessler, D. J.; Hogan, M. E., Nucleic Acids Res., 1992, 20, 307