Photo-induced chemistry for the design of oligonucleotide conjugates and surfaces

Vigovskaya, A., Abt, D., Ahmed, I., Niemeyer, C. M., Barner-Kowollik, C., & Fruk, L. (2016) Photo-induced chemistry for the design of oligonucleotide conjugates and surfaces. Journal of Materials Chemistry B, 4(3).

View at publisher


A photocaged diene is introduced at the 5′-end of oligonucleotides using the H-phosphonate approach. The photoenol-functionalized DNA is subsequently employed for the conjugation to a protein and the spatially controlled immobilization onto surfaces using a light-induced Diels-Alder cycloaddition. Fully functional protein-DNA conjugates and patterned DNA surfaces are obtained under mild irradiation conditions. © 2016 The Royal Society of Chemistry.

Impact and interest:

0 citations in Scopus
Search Google Scholar™

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

ID Code: 99478
Item Type: Journal Article
Refereed: Yes
Additional Information: Export Date: 5 September 2016
Correspondence Address: Barner-Kowollik, C.; Institut für Biologische Grenzflächen, Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, Germany; email:
References: Hung, Y.C., Bauer, D.M., Ahmed, I., Fruk, L., (2014) Methods, 67, pp. 105-115; Wilner, O.I., Willner, I., (2012) Chem. Rev., 112, pp. 2528-2556; Geary, C., Rothemund, P.W., Andersen, E.S., (2014) Science, 345, pp. 799-804; Kuzuya, A., Komiyama, M., (2010) Nanoscale, 2, pp. 310-322; Hotzer, B., Medintz, I.L., Hildebrandt, N., (2012) Small, 8, pp. 2297-2326; Thompson, D.G., Enright, A., Faulds, K., Smith, W.E., Graham, D., (2008) Anal. Chem., 80, pp. 2805-2810; Thaxton, C.S., Elghanian, R., Thomas, A.D., Stoeva, S.I., Lee, J.S., Smith, N.D., Schaeffer, A.J., Mirkin, C.A., (2009) Proc. Natl. Acad. Sci. U. S. A., 106, pp. 18437-18442; Bauer, D.M., Ahmed, I., Vigovskaya, A., Fruk, L., (2013) Bioconjugate Chem., 24, pp. 1094-1101; Shtenberg, G., Massad-Ivanir, N., Moscovitz, O., Engin, S., Sharon, M., Fruk, L., Segal, E., (2013) Anal. Chem., 85, pp. 1951-1956; Shtenberg, G., Massad-Ivanir, N., Engin, S., Sharon, M., Fruk, L., Segal, E., (2012) Nanoscale Res. Lett., 7, p. 443; Schroeder, H., Adler, M., Gerigk, K., Muller-Chorus, B., Gotz, F., Niemeyer, C.M., (2009) Anal. Chem., 81, pp. 1275-1279; Fruk, L., Muller, J., Weber, G., Narvaez, A., Dominguez, E., Niemeyer, C.M., (2007) Chem.-Eur. J., 13, pp. 5223-5231; Niemeyer, C.M., (2010) Angew. Chem., Int. Ed., 49, pp. 1200-1216; Fruk, L., Niemeyer, C.M., (2005) Angew. Chem., Int. Ed., 44, pp. 2603-2606; Grimm, G.N., Boutorine, A.S., Helene, C., (2000) Nucleosides, Nucleotides Nucleic Acids, 19, pp. 1943-1965; Fruk, L., Grondin, A., Smith, W.E., Graham, D., (2002) Chem. Commun., pp. 2100-2101; Astakhova, I.K., Wengel, J., (2013) Chem.-Eur. J., 19, pp. 1112-1122; Beaucage, S.L., Caruthers, M.H., (1981) Tetrahedron Lett., 22, pp. 1859-1862; Roy, S., Caruthers, M., (2013) Molecules, 18, pp. 14268-14284; Dougan, J.A., Reid, A.K., Graham, D., (2010) Tetrahedron Lett., 51, pp. 5787-5790; Gramlich, P.M., Warncke, S., Gierlich, J., Carell, T., (2008) Angew. Chem., Int. Ed., 47, pp. 3442-3444; Shelbourne, M., Brown, T., Jr., El-Sagheer, A.H., Brown, T., (2012) Chem. Commun., 48, pp. 11184-11186; Oehlenschlaeger, K.K., Mueller, J.O., Heine, N.B., Glassner, M., Guimard, N.K., Delaittre, G., Schmidt, F.G., Barner-Kowollik, C., (2013) Angew. Chem., Int. Ed., 52, pp. 762-766; Pauloehrl, T., Delaittre, G., Winkler, V., Welle, A., Bruns, M., Borner, H.G., Greiner, A.M., Barner-Kowollik, C., (2012) Angew. Chem., Int. Ed., 51, pp. 1071-1074; Quick, A.S., Rothfuss, H., Welle, A., Richter, B., Fischer, J., Wegener, M., Barner-Kowollik, C., (2014) Adv. Funct. Mater., 24, pp. 3571-3580; Hiltebrandt, K., Pauloehrl, T., Blinco, J.P., Linkert, K., Borner, H.G., Barner-Kowollik, C., (2015) Angew. Chem., Int. Ed., 54, pp. 2838-2843; Stolzer, L., Vigovskaya, A., Barner-Kowollik, C., Fruk, L., (2015) Chem.-Eur. J., 21, pp. 14309-14313; Stolzer, L., Quick, A.S., Abt, D., Welle, A., Naumenko, D., Lazzarino, M., Wegener, M., Fruk, L., (2015) Chem. Commun., 51, pp. 3363-3366; Stolzer, L., Ahmed, I., Rodriguez-Emmenegger, C., Trouillet, V., Bockstaller, P., Barner-Kowollik, C., Fruk, L., (2014) Chem. Commun., 50, pp. 4430-4433; Preuss, C.M., Tischer, T., Rodriguez-Emmenegger, C., Zieger, M.M., Bruns, M., Goldmann, A.S., Barner-Kowollik, C., (2014) J. Mater. Chem. B, 2, pp. 36-40; Charlton, J.L., Alauddin, M.M., (1987) Tetrahedron, 43, pp. 2873-2889; Mellows, S.M., Sammes, P.G., (1971) J. Chem. Soc. D, pp. 21-22; Gruendling, T., Oehlenschlaeger, K.K., Frick, E., Glassner, M., Schmid, C., Barner-Kowollik, C., (2011) Macromol. Rapid Commun., 32, pp. 807-812; Delaittre, G., Goldmann, A.S., Mueller, J.O., Barner-Kowollik, C., (2015) Angew. Chem., Int. Ed., 54, pp. 11388-11403; Bauer, D.M., Rogge, A., Stolzer, L., Barner-Kowollik, C., Fruk, L., (2013) Chem. Commun., 49, pp. 8626-8628; Chen, C., Ahmed, I., Fruk, L., (2013) Nanoscale, 5, pp. 11610-11614; Schladt, T.D., Schneider, K., Shukoor, M.I., Natalio, F., Bauer, H., Tahir, M.N., Weber, S., Tremel, W., (2010) J. Mater. Chem., 20, pp. 8297-8304; Kraszewski, A., Stawinski, J., (2007) Pure Appl. Chem., 79, pp. 2217-2227; Corby, N.S., Kenner, G.W., Todd, A.R., (1952) J. Chem. Soc., pp. 3669-3675; Garegg, P.J., Lindh, I., Regberg, T., Stawinski, J., Stromberg, R., Henrichson, C., (1986) Tetrahedron Lett., 27, pp. 4051-4054; Froehler, B.C., Matteucci, M.D., (1986) Tetrahedron Lett., 27, pp. 469-472; Sammes, P.G., (1976) Tetrahedron, 32, pp. 405-422; Porter, G., Tchir, M.F., (1970) J. Chem. Soc. D, pp. 1372-1373; Arnold, B.J., Mellows, S.M., Sammes, P.G., Wallace, T.W., (1974) J. Chem. Soc., Perkin Trans. 1, pp. 401-409; Krainer, F.W., Glieder, A., (2015) Appl. Microbiol. Biotechnol., 99, pp. 1611-1625; Yameen, B., Rodriguez-Emmenegger, C., Preuss, C.M., Pop-Georgievski, O., Verveniotis, E., Trouillet, V., Rezek, B., Barner-Kowollik, C., (2013) Chem. Commun., 49, pp. 8623-8625; Tischer, T., Claus, T.K., Bruns, M., Trouillet, V., Linkert, K., Rodriguez-Emmenegger, C., Goldmann, A.S., Barner-Kowollik, C., (2013) Biomacromolecules, 14, pp. 4340-4350; Cheran, L.E., Vukovich, D., Thompson, M., (2003) Analyst, 128, pp. 126-129
Keywords: Cycloaddition, Oligonucleotides, Proteins, Diels-Alder cycloadditions, Functional proteins, Functionalized, Irradiation conditions, Light-induced, Oligonucleotide conjugates, Phosphonates, Photo-induced, DNA
DOI: 10.1039/c5tb02207j
ISSN: 20507518
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 25 Sep 2016 22:19

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page