Understanding Photophysical Effects of Cucurbituril Encapsulation: A Model Study with Acridine Orange in the Gas Phase

作者: Martin F. Czar , Rebecca A. Jockusch

DOI: 10.1002/CPHC.201201008

关键词:

摘要: Encapsulation of dyes by cucurbituril macrocycles has proven profitable as a strategy to alter fluorescence characteristics in useful ways. generally results longer lifetimes, enhanced brightness, and solvatochromic effects not normally seen the condensed phase. These have been attributed variously both removal interactions with solvent molecules confined environment extremely low polarizability provided interior. It is difficult disentangle these solution. Here, we present from gas-phase experiments designed separate effects, using cucurbit[7]uril (CB7), cationic dye acridine orange (AOH(+)) probe. Fluorescence properties gaseous AOH(+) are compared those AOH(+)-CB7 complex aqueous The dependence on local several spectroscopic discussed, including excitation emission maxima, size Stokes shift, lifetime relative brightness. An understanding modulation environment, such that promoted this work, will aid rational design improved fluorophores fluorescent sensors.

参考文章(88)
Werner M. Nau, Andreas Hennig, Apurba L. Koner, Squeezing Fluorescent Dyes into Nanoscale Containers—The Supramolecular Approach to Radiative Decay Engineering Springer Berlin Heidelberg. pp. 185- 211 ,(2007) , 10.1007/4243_2007_007
Jacopo Tomasi, Maurizio Persico, Molecular Interactions in Solution: An Overview of Methods Based on Continuous Distributions of the Solvent Chemical Reviews. ,vol. 94, pp. 2027- 2094 ,(1994) , 10.1021/CR00031A013
Anthi Kamariotis, Oleg V. Boyarkin, Sébastien R. Mercier, Rainer D. Beck, Matthew F. Bush, Evan R. Williams, Thomas R. Rizzo, Infrared spectroscopy of hydrated amino acids in the gas phase: protonated and lithiated valine. Journal of the American Chemical Society. ,vol. 128, pp. 905- 916 ,(2006) , 10.1021/JA056079V
Mats Svensson, Stéphane Humbel, Robert D. J. Froese, Toshiaki Matsubara, Stefan Sieber, Keiji Morokuma, ONIOM: A Multilayered Integrated MO + MM Method for Geometry Optimizations and Single Point Energy Predictions. A Test for Diels−Alder Reactions and Pt(P(t-Bu)3)2 + H2 Oxidative Addition The Journal of Physical Chemistry. ,vol. 100, pp. 19357- 19363 ,(1996) , 10.1021/JP962071J
Sandeep K. Sagoo, Rebecca A. Jockusch, The fluorescence properties of cationic rhodamine B in the gas phase Journal of Photochemistry and Photobiology A-chemistry. ,vol. 220, pp. 173- 178 ,(2011) , 10.1016/J.JPHOTOCHEM.2011.04.008
Carol V. Robinson, Evonne W. Chung, Birthe B. Kragelund, Jens Knudsen, Robin T. Aplin, Flemming M. Poulsen, Christopher M. Dobson, Probing the Nature of Noncovalent Interactions by Mass Spectrometry. A Study of Protein−CoA Ligand Binding and Assembly Journal of the American Chemical Society. ,vol. 118, pp. 8646- 8653 ,(1996) , 10.1021/JA960211X
Anita Lagutschenkov, Otto Dopfer, Infrared spectrum of a protonated fluorescence dye: Acridine orange Journal of Molecular Spectroscopy. ,vol. 268, pp. 66- 77 ,(2011) , 10.1016/J.JMS.2011.03.024
Sung Woo Heo, Tae Su Choi, Kyung Man Park, Young Ho Ko, Seung Bin Kim, Kimoon Kim, Hugh I. Kim, Host-guest chemistry in the gas phase: selected fragmentations of CB[6]-peptide complexes at lysine residues and its utility to probe the structures of small proteins. Analytical Chemistry. ,vol. 83, pp. 7916- 7923 ,(2011) , 10.1021/AC201854A
B. H. Robinson, A. Löffler, G. Schwarz, Thermodynamic behaviour of acridine orange in solution. Model system for studying stacking and charge-effects on self-aggregation Journal of the Chemical Society, Faraday Transactions. ,vol. 69, pp. 56- 69 ,(1973) , 10.1039/F19736900056