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Aminooxy Modifier CE-Phosphoramidite

Aminooxy Modifier CE-Phosphoramidite

Phosphoramidite for incorporation of an aminooxy-moiety into an oligonucleotide for ligation applications.
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The use of oxime formation in ligation reactions of oligonucleotides has been widely established in the literature for over a decade.(1) As examples, 5'-aminooxy-modifiers have been used in oxime ligation for peptide-oligonucleotide conjugates,(2) attachment of nucleosides to solid supports,(3) and head to tail cyclization of oligonucleotides.(4)


  1. For reviews see: (a) Zatsepin, T.S.; Stetsenko, D.A.; Gait, M.J.; Oretskaya, T.S. Bioconjugate Chem., 2005, 16(3), 471-89. (b) Singh, Y.; Edupuganti, O.P.; Villen, M.; Defrancq, E.; Dumy, P. Comptes RendusChim., 2005, 8(5), 789-96.
  2. (a) Cebon, B.; Lambert, J.N.; Leung, D.; Mackie, K.; McCluskey, K.L.; Nguyen, H.; Tassone, C. Aust J. Chem., 2000, 53, 3333-40. (b) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2003, 14(2), 320-30. (c) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2004, 15(2), 498-507.
  3. (a) Salo, H.; Virta, P.; Hakala, H.; Prakash, T.P.; Kawasaki, A.M.; Manoharan, M.; Lönnberg, H. Bioconjugate Chem., 1999, 10(5), 815-23. (b) Defrancq, E.; Hoang, a.; Vinet, F.; Dumy, P.; Bioorg. Med. Chem. Lett., 2003, 13, 2683-6. (c) Bincheva, M.; Scheibler, L.; Lincoln, P.; Vogel, H.; Akerman, B. Langmuir, 1999, 15, 4317-20.
  4. Edupuganti, O.P.; Defrancq, E.; Dumy, P. J. Org. Chem, 2003, 68, 8708-10.

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