Tetrahedrally substituted adamantane molecular AFM tips for receptor-ligand force spectroscopy

ORGN 378

Michael Drew1, Emin Oroudjev, oroudjev@physics.ucsb.edu2, Helen G. Hansma, hhansma@physics.ucsb.edu2, and Yoko Yamakoshi, yamakoshi@chem.ucsb.edu1. (1) Department of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA 93106-9510, (2) Department of Physics, University of California, Santa Barbara, CA 93106
A tetrahedrally substituted adamantane for atomic force microscopy applications was synthesized. Molecular tip, 1, has three substitutents or “legs” functionalized with sulfur to give the molecular tip the ability to bind to gold surface of an AFM tip and the final substituent is intended to probe the sample. The alkyne probing tip allows the covalent attachment of ligand before or after functionalizing the AFM tips with the molecular probe using the azide-alkyne click chemistry of Cu(I) catalyzed 1,3 dipolar cycloaddition. Model studies performed using biotin as a ligand and streptavidin as the immobilized receptor demonstrated the potential application of this system.

 

Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Tuesday, 12 September 2006 Moscone Center -- Room 132, Oral

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006