Synthesis and characterization of time-resolved fluorescence probes for the potential detection and improved study of melanoma cancer

WCU Author/Contributor (non-WCU co-authors, if there are any, appear on document)
Seth Alexander Sedberry (Creator)
Western Carolina University (WCU )
Web Site:
Brian Dinkelmeyer

Abstract: A multi-part fluorescent probe was designed for the development of new clinical tools for the detection and treatment of melanoma skin cancer. It has been proposed that the addition of a fluorescent tag to a melanocyte stimulating hormone would create a luminescent probe with potential for the detection and study of melanoma skin cancer. The proposed design involves attaching a luminescent lanthanide probe to an MSH (4) peptide substrate using a flexible polyethylene glycol linker. The individual portions of the proposed molecule (luminescent probe, PEGO linker, and MSH (4) peptide) have been synthesized and characterized using a combination of FTIR, NMR, GCMS, HPLC, UV-Vis, and Fluorescent spectroscopy. Luminescent probe synthesis involved the nitration and subsequent reduction of 1,10-phenanthroline followed by complexation with Eu(TTA)3. Synthesis of the PEGO linker was accomplished by the reaction of tetraethylene glycol with tert-butyl bromoacetate to form a diacid through a t-butyl protected intermediate. MSH (4) peptide synthesis proceeded on solid phase following a f-moc protocol and using a Mars6 microwave synthesizer. Future work will focus on the construction of the final molecule using the components obtained though this thesis research.

Additional Information

Language: English
Date: 2016
Fluorescent probes
Luminescent probes
Fluorescence spectroscopy
Melanoma -- Early detection
Imaging systems in biology

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