Integration of a Self-Assembling Protein Scaffold with Water-Soluble Single-Walled Carbon Nanotubes†
Patrick G. Holder
Department of Chemistry, University of California, Berkeley, CA 94720, USA, http://wasabi.cchem.berkeley.edu
Materials Sciences Division, Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA, Fax: (+1) 510-643-3079
Search for more papers by this authorMatthew B. Francis Prof.
Department of Chemistry, University of California, Berkeley, CA 94720, USA, http://wasabi.cchem.berkeley.edu
Materials Sciences Division, Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA, Fax: (+1) 510-643-3079
Search for more papers by this authorPatrick G. Holder
Department of Chemistry, University of California, Berkeley, CA 94720, USA, http://wasabi.cchem.berkeley.edu
Materials Sciences Division, Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA, Fax: (+1) 510-643-3079
Search for more papers by this authorMatthew B. Francis Prof.
Department of Chemistry, University of California, Berkeley, CA 94720, USA, http://wasabi.cchem.berkeley.edu
Materials Sciences Division, Ernest Orlando Lawrence Berkeley National Laboratory, Berkeley, CA 94720, USA, Fax: (+1) 510-643-3079
Search for more papers by this authorWe gratefully acknowledge the Biomolecular Materials Program at LBNL and the UCB Chemical Biology Graduate Program for generous financial support. We also thank A. Paul Alivisatos for the use of his AFM.
Graphical Abstract
Plastikrohre: Das parallele Ausrichten von einwandigen Kohlenstoffnanoröhren (NTs) und einem selbstorganisierenden Biomolekülgerüst, dem Tabakmosaikvirus (TMV), gelingt mithilfe eines multifunktionellen polymeren Tensids: Die NTs werden durch Umhüllen mit einer Polyethylenglycol-Schicht solubilisiert, die über einen Pyrenanker angebunden ist, und die endständigen Alkoxyamingruppen des Tensids ermöglichen eine milde Biokonjugation mit Keton-markierten Proteinen.
Supporting Information
Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2007/z700333_s.pdf or from the author.
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1
- 1aC. M. Niemeyer, Angew. Chem. 2001, 113, 4254;
10.1002/1521-3757(20011119)113:22<4254::AID-ANGE4254>3.0.CO;2-D Google ScholarAngew. Chem. Int. Ed. 2001, 40, 4128;10.1002/1521-3773(20011119)40:22<4128::AID-ANIE4128>3.0.CO;2-S CAS PubMed Web of Science® Google Scholar
- 1bN. C. Seeman, A. M. Belcher, Proc. Natl. Acad. Sci. USA 2002, 99, 6451.
- 2
- 2aT. Douglas, M. Young, Nature 1998, 393, 152;
- 2bT. Douglas, M. Young, Adv. Mater. 1999, 11, 679.
- 3
- 3aS.-W. Lee, C. Mao, C. E. Flynn, A. M. Belcher, Science 2002, 296, 892;
- 3bK. T. Nam, D. W. Kim, P. J. Yoo, C. Y. Chiang, N. Meethong, P. T. Hammond, Y. M. Chiang, A. M. Belcher, Science 2006, 312, 885;
- 3cW. Shenton, T. Douglas, M. Young, G. Stubbs, S. Mann, Adv. Mater. 1999, 11, 253;
- 3dQ. Wang, T. Lin, L. Tang, J. E. Johnson, M. G. Finn, Angew. Chem. 2002, 114, 477;
Angew. Chem. Int. Ed. 2002, 41, 459.
10.1002/1521-3773(20020201)41:3<459::AID-ANIE459>3.0.CO;2-O CAS PubMed Web of Science® Google Scholar
- 4
- 4aQ. Wang, K. S. Raja, K. D. Janda, T. W. Lin, M. G. Finn, Bioconjugate Chem. 2003, 14, 38;
- 4bK. S. Raja, Q. Wang, M. J. Gonzalez, M. Manchester, J. E. Johnson, M. G. Finn, Biomacromolecules 2003, 4, 472;
- 4cT. L. Schlick, Z. B. Ding, E. W. Kovacs, M. B. Francis, J. Am. Chem. Soc. 2005, 127, 3718.
- 5E. A. Anderson, S. Isaacman, D. S. Peabody, E. Y. Wang, J. W. Canary, K. Kirshenbaum, Nano Lett. 2006, 6, 1160.
- 6aS. Sen Gupta, J. Kuzelka, P. Singh, W. G. Lewis, M. Manchester, M. G. Finn, Bioconjugate Chem. 2005, 16, 1572;
- 6bJ. M. Hooker, E. W. Kovacs, M. B. Francis, J. Am. Chem. Soc. 2004, 126, 3718.
- 7
- 7aR. A. Miller, A. D. Presley, M. B. Francis, J. Am. Chem. Soc. 2007, 129, 3104;
- 7bC. L. Cheung, J. A. Camarero, B. W. Woods, T. Lin, J. E. Johnson, and J. J. De Yoreo, J. Am. Chem. Soc. 2003, 125, 6848;
- 7cC. L. Cheung, S.-W. Chung, A. Chatterji, T. Lin, J. E. Johnson, S. Hok, J. Perkins, J. J. De Yoreo, J. Am. Chem. Soc. 2006, 128, 10801;
- 7dR. A. Vega, D. Maspoch, K. Salaita, C. A. Mirkin, Angew. Chem. 2005, 117, 6167; Angew. Chem. Int. Ed. 2005, 44, 6013.
- 8
- 8aD. Tasis, N. Tagmatarchis, A. Bianco, M. Prato, Chem. Rev. 2006, 106, 1105;
- 8bE. Katz, I. Willner, ChemPhysChem 2004, 5, 1084.
- 9D. A. Britz, A. N. Khlobystov, Chem. Soc. Rev. 2006, 35, 637.
- 10For a recent example, see: J. M. Gilmore, R. A. Scheck, A. P. Esser-Kahn, N. S. Joshi, M. B. Francis, Angew. Chem. 2006, 118, 5433;
10.1002/ange.200600368 Google ScholarAngew. Chem. Int. Ed. 2006, 45, 5307.
- 11
- 11aM. J. O'Connell, S. M. Bachilo, C. B. Huffman, V. C. Moore, M. S. Strano, E. H. Haroz, K. L. Rialon, P. J. Boul, W. H. Noon, C. Kittrell, J. P. Ma, R. H. Hauge, R. B. Weisman, R. E. Smalley, Science 2002, 297, 593;
- 11bM. F. Islam, E. Rojas, D. M. Bergey, A. T. Johnson, A. G. Yodh, Nano Lett. 2003, 3, 269;
- 11cV. C. Moore, M. S. Strano, E. H. Haroz, R. H. Hauge, R. E. Smalley, J. Schmidt, Y. Talmon, Nano Lett. 2003, 3, 1379.
- 12
- 12aM. J. O'Connell, P. Boul, L. M. Ericson, C. Huffman, Y. H. Wang, E. Haroz, C. Kuper, J. Tour, K. D. Ausman, R. E. Smalley, Chem. Phys. Lett. 2001, 342, 265;
- 12bA. Star, J. F. Stoddart, D. Steuerman, M. Diehl, A. Boukai, E. W. Wong, X. Yang, S. W. Chung, H. Choi, J. Heath, Angew. Chem. 2001, 113, 1771;
10.1002/1521-3757(20010504)113:9<1771::AID-ANGE17710>3.0.CO;2-Y Google ScholarAngew. Chem. Int. Ed. 2001, 40, 1721;10.1002/1521-3773(20010504)40:9<1721::AID-ANIE17210>3.0.CO;2-F CAS PubMed Web of Science® Google Scholar
- 12cA. Satake, Y. Miyajima, Y. Kobuke, Chem. Mater. 2005, 17, 716.
- 13
- 13aF. Y. Cheng, A. Adronov, Chem. Eur. J. 2006, 12, 5053;
- 13bK. Narimatsu, J. Nishioka, H. Murakami, N. Nakashima, Chem. Lett. 2006, 35, 892;
- 13cJ. Chen, H. Y. Liu, W. A. Weimer, M. D. Halls, D. H. Waldeck, G. C. Walker, J. Am. Chem. Soc. 2002, 124, 9034.
- 14
- 14aP. Bandyopadhyaya, E. Nativ-Roth, O. Regev, R. Yerushalmi-Rozen, Nano Lett. 2002, 2, 25;
- 14bA. Star, D. Steuerman, J. R. Heath, J. F. Stoddart, Angew. Chem. 2002, 114, 2618;
10.1002/1521-3757(20020715)114:14<2618::AID-ANGE2618>3.0.CO;2-4 Google ScholarAngew. Chem. Int. Ed. 2002, 41, 2508;10.1002/1521-3773(20020715)41:14<2508::AID-ANIE2508>3.0.CO;2-A CAS PubMed Web of Science® Google Scholar
- 14cV. Zorbas, A. Ortiz-Acevedo, A. B. Dalton, M. M. Yoshida, G. R. Dieckmann, R. K. Draper, R. H. Baughman, M. Jose-Yacaman, I. H. Musselman, J. Am. Chem. Soc. 2004, 126, 7222;
- 14dS. S. Karajanagi, H. Yang, P. Asuri, E. Sellitto, J. S. Dordick, R. S. Kane, Langmuir 2006, 22, 1392;
- 14eM. Zheng, A. Jagota, E. D. Semke, B. A. Diner, R. S. McLean, S. R. Lustig, R. E. Richardson, N. G. Tassi, Nat. Mater. 2003, 2, 338.
- 15X. Chen, G. S. Lee, A. Zettl, C. R. Bertozzi, Angew. Chem. 2004, 116, 6237; Angew. Chem. Int. Ed. 2004, 43, 6111.
- 16aF. Tournus, S. Latil, M. I. Heggie, J. C. Charlier, Phys. Rev. B 2005, 72;
- 16bN. Nakashima, Y. Tomonari, H. Murakami, Chem. Lett. 2002, 638;
- 16cY. Tomonari, H. Murakami, N. Nakashima, Chem. Eur. J. 2006, 12, 4027.
- 17D. M. Guldi, J. Phys. Chem. B 2005, 109, 11432.
- 18
- 18aX. D. Lou, R. Daussin, S. Cuenot, A. S. Duwez, C. Pagnoulle, C. Detrembleur, C. Bailly, R. Jerome, Chem. Mater. 2004, 16, 4005;
- 18bG. J. Bahun, C. Wang, A. Adronov, J. Polym. Sci. Part A 2006, 44, 1941;
- 18cP. Petrov, F. Stassin, C. Pagnoulle, R. Jerome, Chem. Commun. 2003, 2904;
- 18dD. Wang, W. X. Ji, Z. C. Li, L. W. Chen, J. Am. Chem. Soc. 2006, 128, 6556.
- 19
- 19aK. Bradley, M. Briman, A. Star, G. Gruner, Nano Lett. 2004, 4, 253;
- 19bR. J. Chen, Y. G. Zhan, D. W. Wang, H. J. Dai, J. Am. Chem. Soc. 2001, 123, 3838;
- 19cD. M. Guldi, G. M. A. Rahman, N. Jux, D. Balbinot, U. Hartnagel, N. Tagmatarchis, M. Prato, J. Am. Chem. Soc. 2005, 127, 9830;
- 19dJ. Wang, G. Liu, M. R. Jan, J. Am. Chem. Soc. 2004, 126, 3010.
- 20
- 20aC. Ehli, G. M. A. Rahman, N. Jux, D. Balbinot, D. M. Guldi, F. Paolucci, M. Marcaccio, D. Paolucci, M. Melle-Franco, F. Zerbetto, S. Campidelli, M. Prato, J. Am. Chem. Soc. 2006, 128, 11222;
- 20bD. M. Guldi, G. M. A. Rahman, N. Jux, N. Tagmatarchis, M. Prato, Angew. Chem. 2004, 116, 5642; Angew. Chem. Int. Ed. 2004, 43, 5526.
- 21R. J. Chen, S. Bangsaruntip, K. A. Drouvalakis, N. W. S. Kam, M. Shim, Y. M. Li, W. Kim, P. Utz, H. J. Dai, Proc. Natl. Acad. Sci. USA 2003, 100, 4984.
- 22
- 22aV. Georgakilas, V. Tzitzios, D. Gournis, D. Petridis, Chem. Mater. 2005, 17, 1613;
- 22bY. Y. Ou, M. H. Huang, J. Phys. Chem. B 2006, 110, 2031.
- 23A. Nedoluzhko and T. Douglas, J. Inorg. Biochem. 2001, 84, 233.
- 24
- 24aJ. Kong, N. R. Franklin, C. W. Zhou, M. G. Chapline, S. Peng, K. J. Cho, H. J. Dai, Science 2000, 287, 622;
- 24bS. Heinze, J. Tersoff, R. Martel, V. Derycke, J. Appenzeller, P. Avouris, Phys. Rev. Lett. 2002, 89, 106801;
- 24cK. Keren, R. S. Berman, E. Buchstab, U. Sivan, E. Braun, Science 2003, 302, 1380;
- 24dM. Freitag, Y. Martin, J. A. Misewich, R. Martel, P. H. Avouris, Nano Lett. 2003, 3, 1067;
- 24eX. F. Guo, L. M. Huang, S. O'Brien, P. Kim, C. Nuckolls, J. Am. Chem. Soc. 2005, 127, 15045.
Citing Literature
This is the
German version
of Angewandte Chemie.
Note for articles published since 1962:
Do not cite this version alone.
Take me to the International Edition version with citable page numbers, DOI, and citation export.
We apologize for the inconvenience.
