Synthesis and characterization of time-resolved fluorescence probes for the potential detection and improved study of melanoma cancer
Public DepositedA 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.
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Sedberry2016.pdf | 2025-03-14 | Public | Download |