Hydrogen-bond-mediated biomolecular trapping: Reversible catch-and-release process of common biomolecules on a glycine-functionalized Si(111)7× 7 surface

Journal of Physical Chemistry Letters

Volumn 1, Issue 23, 2010, Pages 3385-3390

  Zhang, L ^a   Chatterjee, A ^a   Leung, K T ^a  

^a UNIVERSITY OF WATERLOO   (Canada)

Author keywords

Catalysis; Interfaces; Surfaces

Indexed keywords

ADLAYERS; BIO-MOLECULAR; BIOMOLECULAR ELECTRONICS; CARBOXYL GROUPS; FLEXIBLE PLATFORMS; FUNCTIONALIZED; GLYCYL-GLYCINE; HYDROGEN BONDINGS; INTERFACES; POTENTIAL APPLICATIONS; RELEASE MECHANISM; RELEASE PROCESS; SI (1 1 1);

ADSORPTION; BIOMOLECULES; CATALYSIS; DESORPTION; HYDROGEN; HYDROGEN BONDS; SILICON; X RAY PHOTOELECTRON SPECTROSCOPY;

AMINO ACIDS;

EID: 78649950628     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz101315m     Document Type: Article

References (30)

1. Hamers, R. J.; Hovis, J. S.; Lee, S.; Liu, H. B.; Shan, J. Formation of Ordered, Anisotropic Organic Monolayers on the Si(001) Surface J. Phys. Chem. B 1997, 101, 1489-1492
2. Hovis, J. S.; Liu, H.; Hamers, R. J. Cycloaddition Chemistry and Formation of Ordered Organic Monolayers on Silicon (001) Surfaces Surf. Sci. 1998, 402-404, 1-7
3. Zhou, X. J.; Li, Q.; Leung, K. T. Formation of C=C and Si-Cl Adstructures by Insertion Reactions of cis -Dichloroethylene and Perchloroethylene on Si(100)2× 1 J. Phys. Chem. B 2006, 110, 5602-5610
4. Guisinger, N. P.; Elder, S. P.; Yoder, N. L.; Hersam, M. C. Ultra-High Vacuum Scanning Tunneling Microscopy Investigation of Free Radical Adsorption to the Si(111)-7× 7 Surface Nanotechnology 2007, 18, 044011
5. Payer, D.; Comisso, A.; Dmitriev, A.; Strunskus, T.; Lin, N.; Woell, C.; De Vita, A.; Barth, J. V.; Kern, K. Ionic Hydrogen Bonds Controlling Two-Dimensional Supramolecular Systems at a Metal Surface Chem. Eur. J. 2007, 13, 3900-3906
6. Kuehnle, A.; Linderoth, T. R.; Hammer, B.; Besenbacher, F. Chiral Recognition in Dimerization of Adsorbed Cysteine Observed by Scanning Tunnelling Microscopy Nature 2002, 415, 891-893
7. Li, H.; Xu, B.; Evans, D.; Reutt-Robey, J. E. Isonicotinic Acid Molecular Films on Ag(111): I. XPS and STM Studies of Orientational Domains J. Phys. Chem. C 2007, 111, 2102-2106
8. Xie, Z. X.; Charlier, J.; Cousty, J. Molecular Structure of Self-Assembled Pyrrolidone Monolayers on the Au(111) Surface: Formation of Hydrogen Bond-Stabilized Hexamers Surf. Sci. 2000, 448, 201-211
9. Nakagawa, T.; Tanaka, H.; Kawai, T. Two-Dimensional Self-Assembly of Uracil Molecules on Cu(111) Surfaces: A Low-Temperature STM Study Surf. Sci. 1997, 370, L144-L148
10. Barth, J. V.; Weckesser, J.; Cai, C. Z.; Guenter, P.; Buergi, L.; Jeandupeux, O.; Kern, K. Building Supramolecular Nanostructures at Surfaces by Hydrogen Bonding Angew. Chem., Int. Ed. 2000, 39, 1230-1234
11. O'Shea, J. N.; Schnadt, J.; Bruhwiler, P. A.; Hillesheimer, H.; Martensson, N.; Patthey, L.; Krempasky, J.; Wang, C. K.; Luo, Y.; Agren, H. Hydrogen-Bond Induced Surface Core-Level Shift in Isonicotinic Acid J. Phys. Chem. B 2001, 105, 1917-1920 (Pubitemid 32266041)
12. Abel, M. L.; Rattana, A.; Watts, J. F. Interaction of Epoxy Analogue Molecules with Organosilane-Treated Aluminum: A Study by XPS and ToF-SIMS Langmuir 2000, 16, 6510-6518
13. Smith, J. L.; Herman, R. G.; Terenna, C. R.; Galler, M. R.; Klier, K. Sorption of Nitrogen Bases and XPS Study of Mesoporous Solid Acid SBA-15 J. Phys. Chem. A 2004, 108, 39-46
14. Cecchet, F.; Rudolf, P.; Rapino, S.; Margotti, M.; Paolucci, F.; Baggerman, J.; Brouwer, A. M.; Kay, E. R.; Wong, J. K. Y.; Leigh, D. A. Structural, Electrochemical, and Photophysical Properties of a Molecular Shuttle Attached to an Acid-Terminated Self-Assembled Monolayer J. Phys. Chem. B 2004, 108, 15192-15199
15. Zhang, L.; Chatterjee, A.; Ebrahimi, M.; Leung, K. T. Hydrogen-Bond Mediated Transitional Adlayer of Glycine on Si(111)7× 7 at Room Temperature J. Chem. Phys. 2009, 130, 121103
16. Prins, L. J.; Reinhoudt, D. N.; Timmerman, P. Noncovalent Synthesis Using Hydrogen Bonding Angew. Chem., Int. Ed. 2001, 40, 2382-2426
17. Clegg, R. S.; Hutchison, J. E. Hydrogen-Bonding, Self-Assembled Monolayers: Ordered Molecular Films for Study of Through-Peptide Electron Transfer Langmuir 1996, 12, 5239-5243
18. Feng, Y. L.; Zhang, Q.; Tan, W. J.; Zhang, D. Q.; Tu, Y. Q.; Agren, H.; Tian, H. A Supramolecular Photoswitch Constructed by Intermolecular Hydrogen Bond between BTEPy and TTF-COOH Chem. Phys. Lett. 2008, 455, 256-260
19. Zhang, L.; Chatterjee, A.; Leung, K. T. To be published.
20. Plekan, O.; Feyer, V.; Richter, R.; Coreno, M.; de Simone, M.; Prince, K. C.; Trofimov, A. B.; Gromov, E. V.; Zaytseva, I. L.; Schirmer, J. A Theoretical and Experimental Study of the Near Edge X-ray Absorption Fine Structure (NEXAFS) and X-ray Photoelectron Spectra (XPS) of Nucleobases: Thymine and Adenine Chem. Phys. 2008, 347, 360-375
21. Zhang, L.; Chatterjee, A.; Leung, K. T. To be published.
22. Haug, A.; Schweizer, S.; Latteyer, F.; Casu, M. B.; Peisert, H.; Ochsenfeld, C.; Chasse, T. Thin-Film Properties of DNA and RNA Bases: A Combined Experimental and Theoretical Study Chem. Phys. Chem. 2008, 9, 740-747
23. Kohn, W.; Sham, L. J. Self-Consistent Equations Including Exchange and Correlation Effects Phys. Rev. 1965, 140, A1133-A1138
24. Becke, A. D. Density-Functional Thermochemistry. III. The Role of Exact Exchange J. Chem. Phys. 1993, 98, 5648-5652
25. Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti Correlation-Energy Formula into a Functional of the Electron Density Phys. Rev. B 1989, 37, 785-789
26. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, Jr., J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C. Gaussian 03; Gaussian, Inc., Wallingford, CT, 2005.
27. Takayanagi, K.; Tanishiro, Y.; Takahashi, M.; Takahashi, S. Structural Analysis of Si(111)-7× 7 by UHV-Transmission Electron Diffraction and Microscopy J. Vac. Sci. Technol. A 1985, 3, 1502-1506
28. 3CN) on Si(111)-7× 7 at Room Temperature Studied by Synchrotron Radiation Core-Level Spectroscopies and Excited-State Density Functional Theory Calculations Phys. Rev. B 2006, 73, 125345
29. Tao, F.; Xu, G. Q. Attachment Chemistry of Organic Molecules on Si(111)-7× 7 Acc. Chem. Res. 2004, 37, 882-893
30. Lee, H. S.; Choi, C. H. Cluster Study of Surface Radicals of Si(111)-7× 7 Reconstructed Surface Theor. Chem. Acc. 2008, 120, 79-83