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
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 w...
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MDPI AG
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| Series: | Molbank |
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| Online Access: | http://www.mdpi.com/1422-8599/2014/1/M814 |
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doaj-b7afe97a9380488084f4285d8ca9ad812020-11-24T22:28:21ZengMDPI AGMolbank1422-85992014-01-0120141M81410.3390/M814M8142-{(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 IodideEric A. Owens0Joseph G. Tawney1Maged M. Henary2Department of Chemistry, Georgia State University, Atlanta, GA 30303, USADepartment of Chemistry, Georgia State University, Atlanta, GA 30303, USADepartment of Chemistry, Georgia State University, Atlanta, GA 30303, USAIn 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.http://www.mdpi.com/1422-8599/2014/1/M814Hydrophobicity, carbocyanine, near-infrared, fluorescence, absorption, Vilsmeier-Haack reagent |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Eric A. Owens Joseph G. Tawney Maged M. Henary |
| spellingShingle |
Eric A. Owens Joseph G. Tawney Maged M. Henary 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 Hydrophobicity, carbocyanine, near-infrared, fluorescence, absorption, Vilsmeier-Haack reagent |
| author_facet |
Eric A. Owens Joseph G. Tawney Maged M. Henary |
| author_sort |
Eric A. Owens |
| title |
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 |
| title_short |
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 |
| title_full |
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 |
| title_fullStr |
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 |
| title_full_unstemmed |
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 |
| title_sort |
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 |
| publisher |
MDPI AG |
| series |
Molbank |
| issn |
1422-8599 |
| publishDate |
2014-01-01 |
| description |
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. |
| topic |
Hydrophobicity, carbocyanine, near-infrared, fluorescence, absorption, Vilsmeier-Haack reagent |
| url |
http://www.mdpi.com/1422-8599/2014/1/M814 |
| work_keys_str_mv |
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