Title

Benz[c,d]indolium-containing Monomethine Cyanine Dyes: Synthesis and Photophysical Properties

Authors

Eduardo Soriano, Georgia State UniversityFollow
Cory Holder, Georgia State UniversityFollow
Andrew R. Levitz, Georgia State UniversityFollow
Maged Henary, Georgia State UniversityFollow

Document Type

Article

Publication Date

12-2015

Abstract

Asymmetric monomethine cyanines have been extensively used as probes for nucleic acids among other biological systems. Herein we report the synthesis of seven monomethine cyanine dyes that have been successfully prepared with various heterocyclic moieties such as quinoline, benzoxazole, benzothiazole, dimethyl indole, and benz[e]indole adjoining benz[c,d]indol-1-ium, which was found to directly influence their optical and energy profiles. In this study the optical properties vs. structural changes were investigated using nuclear magnetic resonance and computational approaches. The twisted conformation unique to monomethine cyanines was exploited in DNA binding studies where the newly designed sensor displayed an increase in fluorescence when bound in the DNA grooves compared to the unbound form.

Comments

Originally Published in:

Molecules, 21 (1). http://dx.doi.org/10.3390/molecules21010023

Recommended Citation

Soriano, E.; Holder, C.; Levitz, A.; Henary, M. Benz[c,d]indolium-containing Monomethine Cyanine Dyes: Synthesis and Photophysical Properties. Molecules 2016, 21, 23. doi: http://dx.doi.org/10.3390/molecules21010023

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This work is licensed under a Creative Commons Attribution 4.0 International License.