Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation

作者: Yanchuan Zhao , Lily Chen , Timothy M. Swager

DOI: 10.1002/ANIE.201508085

关键词: Computational chemistryBinding siteBioactive moleculesNuclear magnetic resonance spectroscopyOrganic chemistryFluorinePalladiumCarbonChemistryAnalyte

摘要: A chemosensory system is reported that operates without the need for separation techniques and capable of identifying anions structurally similar bioactive molecules. In this strategy, coordination analytes to a metal complex with an open binding cleft generates "static structures" on NMR timescale. Unique signals are created by strategically placing fluorine atoms in close proximity bound so small structural differences induce distinct (19)F shifts can be used identify each analyte. The utility method illustrated quantifying caffeine levels coffee, ingredients tea energy drinks, discriminating between multiple biogenic amines remote six carbon away from site. We further demonstrate simultaneous identification neutral anionic species mixture.

参考文章(52)
Jianjun Du, Mingming Hu, Jiangli Fan, Xiaojun Peng, Fluorescent chemodosimeters using “mild” chemical events for the detection of small anions and cations in biological and environmental media Chemical Society Reviews. ,vol. 41, pp. 4511- 4535 ,(2012) , 10.1039/C2CS00004K
Toshiyuki Moriuchi, Seiji Bandoh, Yoko Miyaji, Toshikazu Hirao, A novel heterobimetallic complex composed of the imide-bridged [3]ferrocenophane and the tridentate palladium(II) complex Journal of Organometallic Chemistry. ,vol. 599, pp. 135- 142 ,(2000) , 10.1016/S0022-328X(99)00748-2
Masanori Abe, Nobuyuki Fujii, Takaomi Kobayashi, Yasuhiro Murawaki, Puchalapalli Sreenivasulu Reddy, Molecular imprinting of caffeine and its recognition assay by quartz-crystal microbalance Analytica Chimica Acta. ,vol. 435, pp. 141- 149 ,(2001) , 10.1016/S0003-2670(00)01281-2
Toshiyuki Moriuchi, Yoshihiro Takagi, Toshikazu Hirao, Ferrocenyl-Capped p-Phenylenediamine as a Redox-Switching System European Journal of Inorganic Chemistry. ,vol. 2008, pp. 3877- 3882 ,(2008) , 10.1002/EJIC.200800072
Kai-Chi Chang, Shih-Sheng Sun, Maurice O. Odago, Alistair J. Lees, Anion recognition and sensing by transition-metal complexes with polarized N H recognition motifs Coordination Chemistry Reviews. ,vol. 284, pp. 111- 123 ,(2015) , 10.1016/J.CCR.2014.09.009
Thorfinnur Gunnlaugsson, Mark Glynn, Gillian M. Tocci (née Hussey), Paul E. Kruger, Frederick M. Pfeffer, Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensors Coordination Chemistry Reviews. ,vol. 250, pp. 3094- 3117 ,(2006) , 10.1016/J.CCR.2006.08.017
Luke D. Lavis, Ronald T. Raines, Bright Ideas for Chemical Biology ACS Chemical Biology. ,vol. 3, pp. 142- 155 ,(2008) , 10.1021/CB700248M
Michael G. Burgess, M. Naveed Zafar, Stephen T. Horner, George R. Clark, L. James Wright, Controlled translocation of palladium(II) within a 22 ring atom macrocyclic ligand Dalton Transactions. ,vol. 43, pp. 17006- 17016 ,(2014) , 10.1039/C4DT00765D
M.H.Silla Santos, Biogenic amines: their importance in foods International Journal of Food Microbiology. ,vol. 29, pp. 213- 231 ,(1996) , 10.1016/0168-1605(95)00032-1
Yanchuan Zhao, Timothy M. Swager, Detection and differentiation of neutral organic compounds by 19F NMR with a tungsten calix[4]arene imido complex. Journal of the American Chemical Society. ,vol. 135, pp. 18770- 18773 ,(2013) , 10.1021/JA4106804