Journal
MOLECULES
Volume 21, Issue 1, Pages -Publisher
MDPI AG
DOI: 10.3390/molecules21010023
Keywords
cyanine dye; unsymmetrical; synthesis; optical properties; DFT calculations; DNA grooves
Funding
- Georgia State University Chemistry Department
- Center for Diagnostics and Therapeutics
- Georgia State University Neuroscience Institute Brains and Behavior Seed Grant
- Health Innovation Program Seed Grant
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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.
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