The ability to precisely control surface and interface properties is of paramount importance in applications ranging from adhesion, biomaterials, to medical implants and miniaturized analytical devices. The advance of these fields demands highly sensitive bioanaytical assays and techniques that can offer unprecedented levels of precision and resolution. Surface chemistry is often the bottleneck in the advancement of these techniques. Requirements for surface coupling chemistry include the precise control of the ligand density, orientation and spatial presentation, as well as a matrix that minimizes non-specific interactions. Also highly desirable are coupling chemistries that can accommodate ligands of diverse molecular structures. Techniques that can offer additional benefit of simplicity and versatility are especially attractive in clinical and industrial settings. We have developed a photocoupling chemistry for the covalent attachment of organic molecules on solid substrates. The technique is simple, versatile, and the process can be conveniently modulated by an external light with high precision and spatial resolution. A grand challenge in this photocoupling chemistry is the precise control over the ligand presentation with respect to orientation, conformation, and spatial display. The work described in this proposal is designed to address this challenge. Our hypothesis is that ligand presentation can be controlled by engineering surfaces and interfaces at the molecular level. Using carbohydrates as the model system, we will develop strategies to control the ligand density and the coupling efficiency (AIM 1). The conformation and presentation of the ligand will be addressed by incorporating a physical adsorption process where the ligand conformation will be defined by the interfacial interactions of the ligand with the substrate (AIM 2). Finally, the developed strategies will be employed to couple carbohydrates to nanomaterials. The efficiency of these carbohydrate ligands in capturing bacteria will be studied with regard to the ligand presentation and display (AIM 3).

Public Health Relevance

This project focuses on designing and developing functional surfaces and nanomaterials for specific use in medical devices and diagnostics. The optimized materials will particularly be applied to presentation of carbohydrate structures since glycan-mediated recognition plays a central role in many disease processes, such as bacterial adherence and inflammatory processes. The designed materials will subsequently be applied to nonthrombogenic surfaces for biomaterials and medical devices, and nanomaterial capture of pathogenic cells. ? ? ?

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Academic Research Enhancement Awards (AREA) (R15)
Project #
2R15GM066279-02
Application #
7516586
Study Section
Biomaterials and Biointerfaces Study Section (BMBI)
Program Officer
Edmonds, Charles G
Project Start
2005-04-01
Project End
2012-07-31
Budget Start
2008-08-01
Budget End
2012-07-31
Support Year
2
Fiscal Year
2008
Total Cost
$205,790
Indirect Cost
Name
Portland State University
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
052226800
City
Portland
State
OR
Country
United States
Zip Code
97207
Zhang, Yan; Jayawardena, H Surangi N; Yan, Mingdi et al. (2016) Enzyme classification using complex dynamic hemithioacetal systems. Chem Commun (Camb) 52:5053-6
Sundhoro, Madanodaya; Wang, Hui; Boiko, Scott T et al. (2016) Fabrication of carbohydrate microarrays on a poly(2-hydroxyethyl methacrylate)-based photoactive substrate. Org Biomol Chem 14:1124-30
Jiang, Ke; Wang, Xin; Geng, Hao et al. (2015) Carbohydrate-conjugated fluorescent silica nanoprobes for selective detection of galectin-1 and prostate cancer cells. Sci Lett J 4:
Uppalapati, Suji; Kong, Na; Norberg, Oscar et al. (2015) Ionization of covalent immobilized poly(4-vinylphenol) monolayers measured by ellipsometry, QCM and SPR. Appl Surf Sci 343:166-171
Ramström, Olof; Yan, Mingdi (2015) Glyconanomaterials for Combating Bacterial Infections. Chemistry 21:16310-7
Chen, Xuan; Ramström, Olof; Yan, Mingdi (2014) Glyconanomaterials: Emerging applications in biomedical research. Nano Res 7:1381-1403
Zorn, Gilad; Liu, Li-Hong; Arnadóttir, Líney et al. (2014) X-Ray Photoelectron Spectroscopy Investigation of the Nitrogen Species in Photoactive Perfluorophenylazide-Modified Surfaces. J Phys Chem C Nanomater Interfaces 118:376-383
Deng, Lingquan; Wang, Xin; Uppalapati, Suji et al. (2013) Stereocontrolled 1-S-glycosylation and comparative binding studies of photoprobe-thiosaccharide conjugates with their O-linked analogs. Pure Appl Chem 85:1789-1801
Jayawardena, H Surangi N; Wang, Xin; Yan, Mingdi (2013) Classification of lectins by pattern recognition using glyconanoparticles. Anal Chem 85:10277-81
Jayawardena, H Surangi N; Jayawardana, Kalana W; Chen, Xuan et al. (2013) Maltoheptaose promotes nanoparticle internalization by Escherichia coli. Chem Commun (Camb) 49:3034-6

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