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Amino Linker Oligonucleotide Modification

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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
  • 5' C3 Amino Linker
  • 5' C6 Amino Linker
  • 5' C12 Amino Linker
  • 5' Amino Modifier 5
  • 5' Amino TEG (triethylene glycol 12 atoms)
  • 5' PC Amino Linker
3' Amino Modifications
  • 3' C3 Amino Linker
  • 3' C6 Amino Linker
  • 3' Amino C6 dC
  • 3' Amino C6 dT
  • 3' C7 Amino Linker
Internal Amino Modifications
  • 2'-Deoxyadenosine-8-C6 Amino Linker (Amino C6 dA)
  • 2'-Deoxycytidine-5-C6 Amino Linker (Amino C6 dC)
  • 2'-Deoxyguanosine-8-C6 Amino Linker (Amino C6 dG)
  • C7 Internal Amino Linker
  • Thymidine-5-C2 Amino Linker (Amino C2 dT)
  • Thymidine-5-C6 Amino Linker (Amino C6 dT)
 

 Reference:
 

  1. http://www.biosyn.com/Bioconjugation.aspx
  2. Zendegui, J. G.; Vasquez, K. M.; Tinsley, J. H.; Kessler, D. J.; Hogan, M. E., Nucleic Acids Res., 1992, 20, 307  

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