Publications C. Dupouy

Christelle Dupouy

27. Conjugation of Doxorubicin to siRNA through disulfide based self-immolative linker.
Gauthier, F.; Bertrand, J.-R.; Vasseur,J.-J.; Dupouy, C.; Debart, F.
Molecules.  2020, 25 (11) 2714    https://doi.org/10.3390/molecules25112714

26. Conjugation of small molecules to RNA using a reducible disulfide linker attached at 2’OH position via a carbamate function
Gauthier, F.; Malher, A.; Vasseur,J.-J.; Dupouy, C.; Debart, F.
Eur. J. Org. Chem.  2019, 33, 5636-5645  https://doi.org/10.1002/ejoc.201900740

25. Difluorophosphonylated Allylic Ether Moiety as a 2′-Modification ofRNA-Type Molecules: Synthesis, Thermal, and Metabolic Studies.
Pfund, E.; Dupouy, C.; Rouanet, S.; Legay, R.; Lebargy, C.; Vasseur,J.-J.; Lequeux, T.
Org. Lett.  2019, 21, 4803-4807 https://pubs.acs.org/doi/10.1021/acs.orglett.9b01689

24. Gymnotic delivery and gene silencing activity of reduction-responsive siRNAs bearing lipophilic disulfide-containing modifications at 2’-position.
Gauthier, F.; Caveau, S.; Bertrand, J.-R.; Vasseur,J.-J.; Dupouy, C.; Debart, F.
Bioorg. Med. Chem.  2018, 16, 4635-4643 https://doi.org/10.1016/j.bmc.2018.07.033

23. A 2′,2′-disulfide-bridged dinucleotide conformationally locks RNA hairpins.
Gauthier, F.; Beltran, F.; Biscans, A.; Debart, F.; Dupouy, C.; Vasseur,J.-J.
Org. Biomol. Chem. 2018, 16, 3181-3188  https://doi.org/10.1039/C8OB00328A

22. Stimuli-responsive oligonucleotides in prodrug-based approaches for gene silencing
Debart, F.; Dupouy, C.; Vasseur, J.-J.
Beilstein J. Org. Chem. 2018,14, 436-469. https://doi.org/10.3762/bjoc.14.32

21. Lipophilic 2′-O-Acetal Ester RNAs: Synthesis, Thermal Duplex Stability, Nuclease Resistance, Cellular Uptake, and siRNA Activity after Spontaneous Naked Delivery
Biscans, A.; Bertrand, J.-R. ;  Dubois, J. ; Rüger, J. ; Vasseur,J.-J.; Sczakiel, G. ;  Dupouy, C.; Debart, F.
ChemBioChem. 2016, 17, 2054-2062 https://doi.org/10.1002/cbic.201600317

20. A versatile post-synthetic method on a solid support for the synthesis of RNA containing reduction-responsive modifications
Biscans, A.; Rouanet, S.; Vasseur,J.-J.; Dupouy, C.; Debart, F.
Org. Biomol. Chem. 2016, 14, 7010-7017  DOI      https://doi.org/10.1039/C6OB01272H

19. Synthesis, binding, nuclease resistance and cellular uptake properties of 2′-O-acetalester-modified oligonucleotides containing cationic groups
Biscans, A.; Bertrand, J.-R. ; Rouanet, S.; Vasseur,J.-J.; Dupouy, C.; Debart, F.
Bioorg. Med. Chem. 2015, 23, 5360-5368  https://doi.org/10.1016/j.bmc.2015.07.054

18. Direct Synthesis of Partially Modified 2′-O-Pivaloyloxymethyl RNAs by a Base-Labile Protecting Group Strategy and their Potential for Prodrug-Based Gene-Silencing Applications
Biscans, A.; Bos, M.; Martin, A. R.; Adder, N. Sczakiel, G. ; Vasseur,J.-J.; Dupouy, C.; Debart, F. ChemBioChem. 2014, 15, 2674–2679

17.  Stabilization of hairpins and bulged secondary structures of nucleic acids by single incorporation of α,β-D-CNA featuring a gauche(+) alpha torsional angle
Gerland, B.; Millard, P.; Dupouy, C.; Renard, B.-L. Escudier, J.-M.
RSC Adv, 2014, 4, 48821-48826  https://doi.org/10.1039/C4RA09639H

16.  Metallophyte wastes and polymetallic catalysis: a promising combination in green chemistry. The illustrative synthesis of 5′-capped RNA 
Thillier, Y.; Losfeld, G.; Escande, V.; Dupouy, C.; Vasseur,J.-J.; Debart,F., Grison, C.
RSC Adv, 2013, 3, 5204-5212 https://doi.org/10.1039/C3RA23115A

15. α,β-D-CNA featuring canonical and noncanonical α/β torsional angles behaviours within oligonucleotides
Boissonnet, A.; Dupouy, C.; Millard, P.; Durrieu, M.-P.; Iché-Tarrat, N.; Escudier, J.-M
New. J. Chem. 2011, 35, 1528-1533 https://doi.org/10.1039/C1NJ20086K

14. Synthesis and Preliminary Evaluation of pro-RNA 2’-O-Masked with Biolabile Pivaloyloxymethyl Groups in an RNA Interference Assay
Lavergne,T.; Baraguey, C. ; Dupouy, C.; Parey, N. ; Wuensche, W. ; Sczakiel, G. ; Vasseur,J.-J.; Debart, F.
J. Org. Chem., 2011, 76, 5719-5731 https://doi.org/10.1021/jo200826h

13. Chemical Synthesis of RNA with Base-Labile 2’-O-(Pivaloyloxymethyl)-Protected Ribonucleoside Phosphoramidites.
Lavergne,T.; Janin,M.; Dupouy, C.; Vasseur,J.-J.; Debart,F.
Curr. Protoc. Nucleic Acid Chem. Beaucage S. and al. (eds) 2010, 43:3.19.1-3.19.27, John Wiley & Sons, Inc, USA. https://doi.org/10.1002/0471142700.nc0319s43

12. Probing the active site of the deoxynucleotide N-hydrolase Rcl encoded by the rat gene c6orf108.
Dupouy, C.; Zhang, C.; Padilla, A.; Pochet, S.; Kaminski, P.A.
J. Biol. Chem., 2010, 285: 41806-41814. DOI : 10.1074/jbc.M110.181594

11. α,β-D-CNA preorganization of unpaired loop moiety stabilizes DNA hairpin.
Dupouy, C.; Millard, P.; Boissonnet, B.; Escudier, J.-M. 
Chem. Commun., 2010, 46, 5142-5144. https://doi.org/10.1039/C0CC00244E

10.  Synthesis of Conformationally Locked Carba-LNAs through Intramolecular Free-Radical Addition to C═N. Electrostatic and Steric Implication of the Carba-LNA Substituents in the Modified Oligos for Nuclease and Thermodynamic Stabilities
Xu, J.; Liu, Y.; Dupouy, C; Chattopadhyaya, J.
J. Org. Chem., 2009, 74, 6534–6554  https://doi.org/10.1021/jo901009w

9. Synthesis and luminescence properties of a trinucleotide-europium(III) complex conjugate
Escudier, J.-M.; Dupouy, C.; Fountain, M. A.; del Mundo, I. M. A.; Jacklin, E. M.; Morrow, J. R.
Org. Biomol. Chem. 2009, 7, 3251-3257  https://doi.org/10.1039/B902643F

 8. α,β-D-CNA induced rigidity within oligonucleotides
Dupouy, C.; Iché-Tarrat, N.; Durrieu, M.-P.; Vigroux, A. Escudier, J.-M.
Org. Biomol. Chem. 2008, 6, 2849-2851  https://doi.org/10.1039/B809775E

7. Synthesis and structure of dinucleotide with S-type sugar puckering and noncanonical ε and ζ torsion angle combination (ν2,ε,ζ-D-CNA).
Dupouy, C.; Lavedan, P.; Escudier, J.-M.
Eur. J. Org. Chem. 2008. 1285-1294. https://doi.org/10.1002/ejoc.200701022

6. Cyclic phospho di- and triester as structural elements of nucleic acids.
Dupouy C, Payrastre C, Escudier JM.
Targets in Heterocyclic Systems: Chemistry and Properties (2008)
Società Chimica Italiana: Attanasi OA, Spinelli D, editors, Rome 12: 185–211

5. Synthesis of Spiro ε,ζ-D-CNA in Xylo Configuration featuring non canonical δ/ε/ζ torsion angle combination.
Dupouy, C.; Lavedan, P.; Escudier, J.-M.
Tetrahedron. 2007. 63, 11235-11243. https://doi.org/10.1016/j.tet.2007.08.098

4. Synthesis and structure of dinucleotides featuring canonical and noncanonical A-type duplex α, β and d torsion angle combinaison (LNA/α,β-D-CNA).
Dupouy, C.; Lavedan, P.; Escudier, J.-M.
Eur. J. Org. Chem. 2007. 5256-5264. https://doi.org/10.1002/ejoc.200700535

3. Synthesis and structure of an α,β-D-CNA featuring noncanonical α/β torsion angle combination within a tetranucleotide.
I. Le Clezio, I.; Dupouy, C.; Lavedan, P.; Escudier, J.-M.
Eur. J. Org. Chem. 2007. 3894-3900. https://doi.org/10.1002/ejoc.200700229

2. Diastereoselective synthesis of conformationally restricted dinucleotides featuring canonical and noncanonical α/β torsion angle combinations α,β-D-CNAs).
Dupouy, C.; Le Clezio, I.; Lavedan, P.; Gornitzka, H.; Escudier, J.-M.; Vigroux, A.
Eur. J. Org. Chem. 2006. 5515-5525. https://doi.org/10.1002/ejoc.200600593

1. Watson-Crick Base-Pairing Properties of Nucleic Acid Analogues with Stereocontrolled α and β Torsion Angles (α,β-D-CNAs).
Dupouy, C.; Iché-Tarrat, N.; Durrieu, M.-P.; Rodriguez, F.; Escudier, J.-M.; Vigroux, A.
Angew. Chem. Int. Ed. 2006. 45, 3623-3627. https://doi.org/10.1002/anie.200504475

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