• UC Tools:
• Blackboard
• OneStop
• Libraries
• UConnect
• UC Mail
• UCFileSpace

Associate Professor
Chemistry - Tenure-Track Faculty
603 Crosley Tower
513-556-9254
david.smithrud@uc.edu
http://www.che.uc.edu/fac_staff/smithrud.html

Professional Summary

David Smithrud is currently an Assistant Professor of Chemistry at the University of Cincinnati. He received his BS degree in chemistry at the University of Washington. From there, he attended the University of California, Los Angeles and received his PhD. Under the guidance of Prof. Diederich, he developed synthetic host-guest complexes; with special emphasis on the effect solvents have on complexation. He joined Prof. Benkovic's group at the Pennsylvania State University. As a post-doctoral student and NIH fellow, he further investigated and exploited molecular recognition events through the development of catalytic antibodies. These studies included constructing phage display libraries of M13 and lambda bacteriophages, synthesizing haptens, and performing molecular cloning and kinetic analysis. He joined the Chemistry Department at UC. Our research group uses mimetic chemistry to investigate the intricate interplay that exist between functional groups at protein binding domains in order to determine the underlying forces that give proteins their unique ability to recognize molecules and to develop novel synthetic devices. This research has produced novel binding agents, cell transport agents, and compounds that bind the major groove of DNA.

Education

PhD, University of California, Los Angeles, 1992.

Research Interests

• Molecular recognition
• Cell transport
• DNA binding agents
• Peptidomimetics
• Host-Guest chemistry
• Catalysis
• Synthesis

Research Support

Analyte Selective Hosts for Sample Identification and Sensor Development, (PRF-AC); 80,000. Funded 06/01/2002 to 05/30/2004.

Cellular Transport Agents: Applications and Mechanism, (NSF); 232,000. Funded 07/01/2004 to 06/30/2007.

Developing a Novel Anticancer Therapy: Cellular Delivery and Targeting, Wendy Will Case Cancer Fund. 25,000. Funded 07/01/2004 to 06/30/2005.

Peer Reviewed Publications

Zhu, J.; Smithrud, D. B. "Host-Rotaxanes Model Proteins that Promote Ligand Association through a Favorable Change in Configurational Entropy". Org. Biomol. Chem. (2007), 5, 2992-2999.

Zhu, J.; House, B.; Fleck, E.; Isaacsohn I.; Drew, A. F.; Smithrud, D. B. "A host-rotaxane derivatized with carboxylic acids efficiently delivers a highly cationic fluoresceinated peptide". Bioorg. Med. Chem. Lett. (2007), 17, 5058-5062.

Wang, X.; Bao, X.; McFarland-Mancini, M.; Isaacsohn, I.; Drew, A. F.; Smithrud, D. B. "Investigation of the Intracellular Delivery of Fluoresceinated Peptides by a Host-[2]Rotaxane". J. Am. Chem. Soc. (2007), 129, 7284-7293.

Bao, X.; Isaacsohn, I.; Drew, A. F.; Smithrud, D. B. "Determining the Binding and Intracellular Transporting Abilities of a Host-[3]Rotaxane". J. Org. Chem. (2007), 72, 3988-4000.

Bao, X.; Isaacsohn, I.; Drew, A. F.; Smithrud, D. B. "Determining the intracellular transport mechanism of a cleft-[2]rotaxane". J. Am. Chem. Soc. (2006), 128, 12229-12238.

Smithrud, D. B.; Fotins, J. "Creation and investigation of protein-core mimetics with parallel and antiparallel aligned amino acids". J. Org. Chem. (2005), 70, 4452-4459.

Dvornikovs, V.; House, B. E.; Kaetzel, M.; Dedman, J. R.; Smithrud, D. B. "Host-[2]Rotaxanes as Cellular Transport Agents". J. Am. Chem. Soc. (2003), 125, 8290-8301.

Smukste, I.; House, B. E.; Smithrud, D. B. "Host-[2]Rotaxane: the Advantage of Converging Functional Groups for Guest Recognition". J. Org. Chem. (2003), 68, 2559-2571.

Smukste, I.; Smithrud, D. B. "Structure-Function Relationship of Amino Acid-[2]Rotaxanes". J. Org. Chem. (2003), 68, 2547-2558.

Turk, J. A.; Smithrud, D. B. "Synthesis and Evaluation of Peptidomimetics that Bind DNA". Bioorg. Med. Chem. (2003), 11, 2355-2365.

Book Chapters

Smithrud, D. B.; Benkovic, S. J. "Perspectives in Supramolecular Chemistry". In Macrocycles and Antibodies as Catalysts; John Wiley & Sons Ltd.

Invited Presentations

Smithrud, D. B. (03-2007). Host-rotaxanes as cellular delivery agents. 233nd ACS National Meeting, Chicago, Ill.

Smithrud, D. B. (09/21/2006). Host-Rotaxanes as Cellular Delivery Agents. Berea College, Berea, KY.

Smithrud, D. B. (09/13/2006). Host-Rotaxanes as Cellular Delivery Agents. Southern Illinois University, Edwardsville, IL.

Smithrud, D. B. (12/03/2003). From Host-Guest Chemistry to Cellular Transport Agents. Dept. Pharmacology, The University of Cincinnati.

Smithrud, D. B. (12/03/2003). From Host-Guest Chemistry to Cellular Transport Agents. University of Toledo, Toledo, OH.

Poster Presentations

Wang, X.; Smithrud, D. B. (03-2007). “Investigating the delivery mechanism of fluoresceinated peptides via a host-[2]rotaxane. 233nd ACS National Meeting, Chicago, Ill.

Zhu, J.; Smithrud, D. B. (03-2007). Rotaxane dynamics in cellular transport. 233nd ACS National Meeting, Chicago, Ill.

Diallo, C.; Juarez-Garcia, A.; Smithrud, D. B. (03-2007). Improving the efficiency and selectivity of host-[2]rotaxanes as cellular transport agents. 233nd ACS National Meeting, Chicago, Ill.

Bao, X, Smithrud, D. B. (03-2007). Total synthesis of a novel host-[3]rotaxane as intracellular transport agent. 233nd ACS National Meeting, Chicago, Ill.

Diallo, C.; Smithrud, D. B. (2006). Substituent Effects on the Efficiency and Selectivity of Host-[2]Rotaxanes. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Wang, X.; Smithrud, D. B. (2006). Protein Mimetic Rotaxanes. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Jing, Z.; Smithrud, D. B. (2006). Rotaxane dynamics in cellular transport. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Bao, X.; Smithrud, D. B. (2006). Novel Host-[2] and Host-[3]Rotaxanes as Binding Agents. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Bao, X.; Smithrud, D. B. (01-2006). Synthesis and Binding Abilities of a Host-[3]Rotaxane and a Host-[2]rotaxane. Organic Structures & Properties, Gordon Research Conference, Buellton, CA.

Bao, X.; Smithrud, D. B. (2005). Novel Host-[2] and Host-[3]Rotaxanes. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Jing, Z., Smithrud, D. B.; Stone, V. (2005). Novel [2]-Rotaxanes as Protein Mimetics. Oesper Symposium, University of Cincinnati, Cincinnati, OH.

Smithrud, D. B., House, B. E.; Bao, X. (06-2005). Properties of Host-[2]Rotaxanes. Supramolecules & Assemblies, Chemistry Of, Gordon Research Conference, Waterville, ME.

Smithrud, D. B. (07-2004). Recognition Properties and Cellular Transport Ability of Novel Host-[2]Rotaxanes. The 13th International Symposium on Supramolecular Chemistry, University of Notre Dame, Indiana, USA.

House, B. E.*; Smithrud, D. B. (03/12/2004). Recognition Properties and Cellular Transport Abilities of Novel Artificial Receptors. Fifth Annual Graduate Poster Forum, University of Cincinnati.

House, B. E.*; Smithrud, D. B. (05-2003). Recognition Properties and Cellular Transport Abilities of Novel Artificial Receptors. 38th national Organic Symposium, Indiana University.