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Molbank 2014, 2014(1), M814; doi:10.3390/M814
Short Note

2-{(E)-2-[(3E)-2-Chloro-3-{(2E)-2-[1,1-dimethyl-3-(3-phenylpropyl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene]-ethylidene}cyclohex-1-en-1-yl]ethenyl}-1,1-dimethyl-3-(3-phenylpropyl)-1H-benzo[e]indolium Iodide

1,2,3, 1 and 1,2,3,*
1 Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA 2 Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA 3 Center for Biotechnology and Drug Design, Georgia State University, Atlanta, GA 30303, USA
* Author to whom correspondence should be addressed.
Received: 20 December 2013 / Accepted: 22 January 2014 / Published: 30 January 2014
Download PDF [266 KB, 19 March 2014; original version 30 January 2014]


In four synthetic steps we successfully prepared a red-shifted heptamethine cyanine dye (λmax = 825 nm in methanol) that could be very useful for biochemists and bioanalytical chemists for probing lipophilic environments, including the hydrophobic pockets of enzymes. The heptamethine dye structure was characterized by various spectroscopic techniques including 1H-NMR, 13C-NMR and high-resolution accurate mass spectroscopy (HRMS). We have also shown the hydrophobicity spectrally by varying methanol/water ratios and observing corresponding absorbance and fluorescence spectral changes.
Keywords: Hydrophobicity; carbocyanine; near-infrared; fluorescence; absorption; Vilsmeier-Haack reagent Hydrophobicity; carbocyanine; near-infrared; fluorescence; absorption; Vilsmeier-Haack reagent
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Owens, E.A.; Tawney, J.G.; Henary, M.M. 2-{(E)-2-[(3E)-2-Chloro-3-{(2E)-2-[1,1-dimethyl-3-(3-phenylpropyl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene]-ethylidene}cyclohex-1-en-1-yl]ethenyl}-1,1-dimethyl-3-(3-phenylpropyl)-1H-benzo[e]indolium Iodide. Molbank 2014, 2014, M814.

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