76
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Aldehydic Oligonucleotide: A Key Intermediate for the Preparation of Oligonucleotide Conjugates Through Oxime Bond Formation

, , &
Pages 883-887 | Published online: 10 Dec 2007

REFERENCES

  • Gait , M. J. 2003 . Peptide-mediated cellular delivery of antisense oligonucleotides and their analogues . Cell. Mol. Life Sci. , 60 : 844 – 853 .
  • Stetsenko , D. A. , Malakhov , A. D. and Gait , M. J. 2002 . Total stepwise solid-phase synthesis of oligonucleotide-(3′-N)-peptide conjugates . Org. Lett. , 4 : 3259 – 3262 .
  • McMinn , D. L. and Greenberg , M. M. 1999 . Convergent solution-phase synthesis of a nucleopeptide using a protected oligonucleotide . Bioorg. Med. Chem. Lett. , 9 : 547 – 550 .
  • Harrison , J. G. and Balasubramanian , S. 1998 . Synthesis and hybridization analysis of a small library of peptide-oligonucleotide conjugates . Nucleic Acids Res. , 26 : 3136 – 3145 .
  • Maurel , F. , Debart , F. , Cavelier , F. , Thierry , A. R. , Lebleu , B. , Vasseur , J. J. and Vives , E. 2005 . Toward high yield synthesis of peptide-oligonucleotide chimera through a disulfide bridge: a simplified method for oligonucleotide activation . Bioorg. Med. Chem. Lett. , 15 : 5084 – 5087 .
  • Zatsepin , T. S. , Stetsenko , D. A. , Arzumanov , A. A. , Romanova , E. A. , Gait , M. J. and Oretskaya , T. S. 2002 . Synthesis of peptide-oligonucleotide conjugates with single and multiple peptides attached to 2′-aldehydes through thiazolidine, oxime, and hydrazine linkages . Bioconjugate Chem. , 13 : 822 – 830 .
  • Villien , M. , Defrancq , E. and Dumy , P. 2004 . Chemoselective oxime and thiazolidine bond formation: a versatile and efficient route to the preparation of 3′-peptide-oligonucleotide conjugates . Nucleosides, Nucleotides, Nucleic Acids , 23 : 1657 – 1666 .
  • Forget , D. , Boturyn , D. , Defrancq , E. , Lhomme , J. and Dumy , P. 2001 . Highly efficient synthesis of peptide-oligonucleotide conjugates: chemoselective oxime and thiazolidine formation . Chem. Eur. J. , 7 : 3976 – 3984 .
  • Singh , Y. , Defrancq , E. and Dumy , P. 2004 . New method to prepare peptide-oligonucleotide conjugates through glyoxylic oxime formation . J. Org. Chem. , 69 : 8544 – 8546 .
  • Edupuganti , O. P. , Singh , Y. , Defrancq , E. and Dumy , P. 2004 . New strategy for the synthesis of 3′,5′-bifunctionalized oligonucleotide conjugates through sequential formation of chemoselective oxime bonds . Chem. Eur. J. , 10 : 5988 – 5995 .
  • Garanger , E. , Boturyn , D. , Renaudet , O. , Defrancq , E. and Dumy , P. 2006 . Chemoselectively addressable template: a valuable tool for the engineering of molecular conjugates . J. Org. Chem. , 71 : 2402 – 2410 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.