Polymer-oligonucleotide conjugate synthesis from an amphiphilic block copolymer. Applications to DNA detection on microarray

Bioconjugate Chemistry

Volumn 16, Issue 2, 2005, Pages 265-274

  De Lambert, Bertrand ^a   Chaix, Carole ^a   Charreyre, Marie Thérèse ^a   Laurent, Alain ^a   Aigoui, Arnaud ^a   Perrin Rubens, Agnès ^a   Pichot, Christian ^a  

^a UNIVERSITÉ DE LYON   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BLOCK COPOLYMERS; FREE RADICAL POLYMERIZATION; OLIGONUCLEOTIDES; PLASTIC COATINGS; SILICA;

AMPHIPHILIC BLOCK COPOLYMERS; BLOCK CO POLYMERS; CONTROLLED PORE GLASS; DNA DETECTION; HYBRIDIZATION ASSAY; OLIGONUCLEOTIDE CONJUGATES; POLYMERIZATION PROCESS; RANDOM COPOLYMER; REVERSIBLE ADDITION-FRAGMENTATION CHAIN TRANSFER POLYMERIZATION; SYNTHESISED;

SYNTHESIS (CHEMICAL);

ACETIC ANHYDRIDE; COPOLYMER; DNA; ESTER; GLASS; OLIGONUCLEOTIDE; POLYMER; SILICON DIOXIDE; SOLVENT;

ARTICLE; DNA HYBRIDIZATION; DNA MICROARRAY; FRAGMENTATION REACTION; HYDROPHOBICITY; HYDROXYLATION; MACROMOLECULE; MATERIAL COATING; NONHUMAN; POLYMERIZATION; PROTEIN SYNTHESIS; PURIFICATION; SENSITIVITY ANALYSIS; SOLID PHASE SYNTHESIS;

EID: 15244363453     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc049791a     Document Type: Article

References (25)

1. Pease, A., C., Solas, D., Sullivan, E. J., Cronin, M. T., Holmes, C., P., and Fodor, S. P. A. (1994) Light-generated oligonucleotides arrays for rapid DNA sequence analysis. Proc. Natl. Acad. Sci. U.S.A. 91, 5022-5026.
2. Hughes, T., R., Mao, M., Jones, A. R., Burchard, J., Marton, M., J., Shannon, K., W., and Lefkowitz, S., M. et al. (2001) Expression profiling using microarrays fabricated by an ink-jet oligoucleotide synthesizer. Nat. Biotechnol. 19, 342-347.
3. Cheung, V., G., Morley, M., Aguilar, F., Massimi, A., Kucherlapati, R., and Childs, G. (1999) Making and reading microarrays. Nat. Genet. 21 (suppl.), 15-19.
4. Campas, M., and Katakis, I. (2004) DNA biochip arraying, detection and amplification strategies. Trends Anal. Chem. 23 (1), 49-62.
5. Timofeev, E., and Mirzabelov, A. (2001) Binding specificity and stability of duplexes formed by modified oligonucleotides with a 4096-hexanucleotide microarray. Nucleic Acids Res. 29 (12), 2626-2634.
6. Rehman, F., N., Audeh, M., Abrams, E., S., Hammond, P., W., Kenney, M., and Boles, T. C. (1999) Immobilization of acrylamide-modified oligonucleotides by co-polymerization. Nucleic Acids Res. 27 (2), 649-655.
7. Efimov, V., A., Buryakova, A. A., and Chakhmakhcheva, O., G. (1999) Synthesis of polyacrylamides N-substituted with PNA-like oligonucleotide mimics for molecular diagnostic applications. Nucleic Acids Res. 27 (22), 4416-4426.
8. Beier, M., and Hoheisel, J., D. (1999) Versatile derivatisation of solid support media for covalent bonding on DNA-microchips. Nucleic Acids Res. 27 (9), 1970-1977.
9. Le Berre, V., Trévisiol, E., Dagkessamanskaia, A., Sokol, S., Caminade, A.-M., Majoral, J.-P., Meunier, B., and François, J. (2003) Dendrimeric coating of glass slides for sensitive DNA microarrays analysis. Nucleic Acids Res. 31 (16), e88.
10. Lassalle, N., Roget, A., Livache, T., Mailley, P., and Vieil, E. (2001) Electropolymerisable pyrrole-oligonucleotide: synthesis and analysis of ODN hybridation by fluorescence and QCM. Talanta 55, 993-1004.
11. Delair, T., Charles, M.-H., Cros, P., Laayoun, A., Mandrand, B., and Pichot, C. (1998) Synthesis and characterization of nucleic acid-(co)polymer conjugates: application to diagnostics. Polym. Adv. Technol. 9, 349-361.
12. Erout, M.-N., Troesch, A., Pichot, C., and Cros, P. (1996) Preparation of conjugates between oligonucleotides and N-vinylpyrrolidone/N- acryloxysuccinimide copolymers and applications in nucleic acid assays to improve sensitivity. Bioconjugate Chem. 7, 568-575.
13. Minard-Basquin, C., Chaix, C., Pichot, C., and Mandrand, B. (2000) Oligonucleotide-polymer conjugates: effect of the method of synthesis on their structure and performance in diagnostic assays. Bioconjugate Chem. 11, 795-804.
14. Minard-Basquin, C., Chaix, C., D'Agosto, F., Charreyre, M.-T., and Pichot, C. (2004) Oligonucleotide synthesis onto poly(N-acryloylmorpholine-co-N- acryloxysuccinimide); assessment of the resulting conjugates in a DNA sandwich hybridization test. J. Appl. Polym. Sci. 92, 3784-3795.
15. De Lambert, B., Charreyre, M.-T., Chaix, C., and Pichot, P. (2005) RAFT polymerization of hydrophobic acrylamide derivatives. Polymer 46, 623-637.
16. De Lambert, B., Charreyre, M.-T., Chaix, C., and Pichot, C. (2004) Synthesis of amphiphilic block copolymers of acrylamide derivatives via the RAFT polymerization. Polymer, submitted.
17. Favier, A., Charreyre, M.-T., and Pichot, C. (2004) Study of the RAFT polymerization of a water soluble bi-substituted acrylamide derivative; influence of experimental parameters. Polymer 45, 8661-8674.
18. Favier, A., D'Agosto, F., Charreyre, M.-T., and Pichot, C. (2004) Synthesis of N-acryloxysuccinimide copolymers by the RAFT process as reactive building blocks with full control of composition and molecular weights. Polymer 45, 7821-7830.
19. Maskos, U., and Southern, E. M. (1992) Oligonucleotide hybridisations on glass supports: a novel linker for oligonucleotide synthesis and hybridisation properties of oligonucleotides synthesised in situ. Nucleic Acids Res. 20 (7), 1679-1684.
20. Favier, A., Charreyre, M.-T., Chaumont, P., and Pichot, C. (2002) Study of the RAFT Polymerization of a Water-Soluble Bisubstituted Acrylamide Derivative. 1. Influence of the Dithioester Structure. Macromolecules 35 (22), 8271-8280.
21. Chaix, C., Minard-Basquin, C., Delair, T., Pichot, C., and Mandrand, B. (1998) Oligonucleotide synthesis on maleic anhdride copolymers covalently bound to silica spherical support and characterization of the obtained conjugates. J. Appl. Polym. Sci. 70, 2487-2497.
22. Yu, D., Tang, J.-Y., Iyer, R., P., and Agrawal, S. (1994) Diethoxy N, N- diisopropyl phosphoramidite as an improved capping reagent in the synthesis of oligonucleotides using phosphoramidite chemistry. Tetrahedron Lett. 35 (46), 8565-8568.
23. Wolfenden, R., Ridgway, C., and Young, G. (1998) Spontaneous hydrolysis of ionized phosphate monoesters and diesters and the proficiencies of phosphatases and phosphodiesterases as catalysts. J. Am. Chem. Soc. 120, 833-834.
24. Williams, N. H., and Wyman, P. (2001) Base-catalyzed phosphate diester hydrolysis. Chem. Commun. 1268-1269.
25. Perrin, A., Duracher, D., Perret, M., Cleuziat, P., and Mandrand, B. (2003) A combined Oligonucleotide and protein microarray for the codetection of nucleic acids and antibodies associated with human immunodeficiency virus, hepatitis B virus, and hepatitis C virus infections. Anal. Biochem. 322, 148-155.