Research Experiences in Materials Synthesis

Presentation Author(s) Information

Kristopher Nelson, Georgia College and State University

Abstract

"Gold(III) porphyrin nanoparticle complexes that target tumor cells in humans are the overarching focus of this research. To date, we have prepared porphyrins of the gold(III) derivatives of meso-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin and meso-tetrakis(N-methyl-4-pyridyl)porphyrin under an inert atmosphere using methods reported by Lv et al.1 and others.2 The synthesis and spectroscopic properties of the gold(III) porphyrins will be presented. K.A.N. gratefully acknowledges the Chemistry Scholars Program at Georgia College. Lv, H.; Yang, B.; Jing, J.; Yu, Y.; Zhang, J. Dalton Trans.2012,41, 3116. Chen, W. Nanosci. Nanotechnol.2008, 8, 1019. We aim to employ well known1, 2 thermally-induced intramolecular cyclizations, such as _-amino acids to lactams, as a means of releasing selectively bound carbonyl metabolites for analysis by mass spectrometry (MS).Using chemoselective aminooxy chemistry, we are able to capture such metabolic markers from a stream of dilute metabolic fluid. Alkoxysilane derivatives of our aminooxy linkers are loaded into poly(dimethylsiloxane) (PDMS)/glass microchannels and heated to form a covalent bond between the linker and the microchannel. A stream of metabolites is then passed through the PDMS microchannels where the carbonyl metabolites of interest then are captured by oximation chemistry. After washing unbound metabolites from the microchannels, the PDMS/glass plates are heated to induce cyclization with concomitant release of the derivatized metabolite bound to a small ammonium probe. The quaternary ammonium salt enhances the signal intensity of low concentration metabolites during positive mode FT-ICR-MS analysis. Majumdar, K. C. RSC Advances 2011, 1, 1152-1170.Shan, D.; Nicolaou, M. G.; Borchardt, R. T.; Wang, B. J. Pharm. Sci. 1997, 86, 765-767."

Session Name:

Chemistry I

Start Date

10-4-2015 9:00 AM

End Date

10-4-2015 10:00 AM

Location

HSB 209

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Apr 10th, 9:00 AM Apr 10th, 10:00 AM

Research Experiences in Materials Synthesis

HSB 209

"Gold(III) porphyrin nanoparticle complexes that target tumor cells in humans are the overarching focus of this research. To date, we have prepared porphyrins of the gold(III) derivatives of meso-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin and meso-tetrakis(N-methyl-4-pyridyl)porphyrin under an inert atmosphere using methods reported by Lv et al.1 and others.2 The synthesis and spectroscopic properties of the gold(III) porphyrins will be presented. K.A.N. gratefully acknowledges the Chemistry Scholars Program at Georgia College. Lv, H.; Yang, B.; Jing, J.; Yu, Y.; Zhang, J. Dalton Trans.2012,41, 3116. Chen, W. Nanosci. Nanotechnol.2008, 8, 1019. We aim to employ well known1, 2 thermally-induced intramolecular cyclizations, such as _-amino acids to lactams, as a means of releasing selectively bound carbonyl metabolites for analysis by mass spectrometry (MS).Using chemoselective aminooxy chemistry, we are able to capture such metabolic markers from a stream of dilute metabolic fluid. Alkoxysilane derivatives of our aminooxy linkers are loaded into poly(dimethylsiloxane) (PDMS)/glass microchannels and heated to form a covalent bond between the linker and the microchannel. A stream of metabolites is then passed through the PDMS microchannels where the carbonyl metabolites of interest then are captured by oximation chemistry. After washing unbound metabolites from the microchannels, the PDMS/glass plates are heated to induce cyclization with concomitant release of the derivatized metabolite bound to a small ammonium probe. The quaternary ammonium salt enhances the signal intensity of low concentration metabolites during positive mode FT-ICR-MS analysis. Majumdar, K. C. RSC Advances 2011, 1, 1152-1170.Shan, D.; Nicolaou, M. G.; Borchardt, R. T.; Wang, B. J. Pharm. Sci. 1997, 86, 765-767."