Use of γ-aminopropyl-coated glass surface for the patterning of oligonucleotides through oxime bond formation

Bioorganic and Medicinal Chemistry Letters

Volumn 18, Issue 8, 2008, Pages 2540-2543

  Dendane, Nabil ^a,b   Hoang, Antoine ^b   Defrancq, Eric ^a   Vinet, Françoise ^b   Dumy, Pascal ^a  

^a UNIVERSITÉ JOSEPH FOURIER   (France)

^b CEA LETI   (France)

Author keywords

DNA; Lab on a chip; Micro array; Oxime; Photo deprotection; Surface patterning

Indexed keywords

ALDEHYDE; AMINO ACID DERIVATIVE; CARBONYL DERIVATIVE; ESTER DERIVATIVE; GLASS; OLIGONUCLEOTIDE; OXIME; SILANE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CHEMICAL REACTION; DNA MICROARRAY; ELECTROSPRAY MASS SPECTROMETRY; IRRADIATION; MATERIAL COATING; PROTON NUCLEAR MAGNETIC RESONANCE; TECHNIQUE;

AMINATION; GLASS; MOLECULAR STRUCTURE; OLIGONUCLEOTIDE ARRAY SEQUENCE ANALYSIS; OLIGONUCLEOTIDES; OXIMES; SURFACE PROPERTIES;

EID: 41949120503     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.03.054     Document Type: Article

References (18)

1. Chee M., Yang R., Hubbell E., Berno A., Huang X.C., Stern D., Winkler J., Lockhart D.J., Morris M.S., and Fodor S.P.A. Science 274 (1996) 610
2. Thibault C., Le Berre V., Casimirius S., Trévisiol E., François J., and Vieu C. J. Nanobiotechnol. 3 (2005) 1
3. Beaucage S.L. Curr. Med. Chem. 8 (2001) 1213
4. Choithani J., Kumar P., and Gupta K.C. Anal. Biochem. 357 (2006) 240
5. Chevolot Y., Bouillon C., Vidal S., Morvan F., Meyer A., Cloarec J.- P., Jochum A., Praly J.-P., Vasseur J.-J., and Souteyrand E. Angew. Chem. Int. Ed. 46 (2007) 2398
6. Olivier C., Hot D., Huot L., Ollivier N., El-Mahdi O., Gouyette C., Huynh-Dinh T., Gras-Masse H., Lemoine Y., and Melnyk O. Bioconjugate Chem. 14 (2003) 430
7. Ligler F.S., Breimer M., Golden J.P., Nivens D.A., Dodson J.P., Green T.M., Haders D.P., and Sadik O.A. Anal. Chem. 74 (2002) 713
8. Balakirev M.Y., Porte S., Vernaz-Gris M., Berger M., Arié J.-P., Fouqué B., and Chatelain F. Anal. Chem. 77 (2005) 5474
9. Blair S., Richmond K., Rodesch M., Bassetti M., and Cerrina F. Nucleic Acids Res. 34 (2006) e110
10. Defrancq E., Hoang A., Vinet F., and Dumy P. Bioorg. Med. Chem. Lett. 13 (2003) 2683
11. Boncheva M., Scheibler L., Lincoln P., Vogel H., and Akerman B. Langmuir 15 (1999) 4317
12. Dendane N., Hoang A., Guillard L., Defrancq E., Vinet F., and Dumy P. Bioconjugate Chem. 18 (2007) 671
13. Taylor S., Smith S., Windle B., and Guiseppi-Elie A. Nucleic Acids Res. 31 (2003) e87
14. Trens P., Denoyel R., and Rouquerol J. Langmuir 11 (1995) 551
15. 2 (15 mL) and dicyclohexylcarbodiimide (0.82 g, 4.4 mmol) and N-hydroxysuccinimide (0.46 g, 4.4 mmol) were added to the solution. The reaction mixture was stirred overnight, filtered and evaporated under vacuum. The crude product 1 was obtained after purification by silica gel column chromatography (Eluent: EtOAc) as white powder (1 g, 67%).
16. +.
17. For experimental protocol, see Ref. 12.
18. Forget D., Boturyn D., Defrancq E., Lhomme J., and Dumy P. Chem. Eur. J. 7 (2001) 3976