Sensing and sensitizer activation by biological thiols and 1,2-dioxetanes based chemiluminescence probes
Author(s)
Advisor
Date
2014Publisher
Bilkent University
Language
English
Type
ThesisItem Usage Stats
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Abstract
Biologically important biothiols like Cystein (Cys), Homocystein (Hcy) and
Glutathione (GSH) are vital for the maintenance of cellular redox status and
alterations in their levels is linked to a number of severe diseases such as AIDS,
cancer and Alzheimer‟s therefore the design and synthesis of nitroolefin
functionalized bodipy dyes responding to biological thiols by both absorbance and
emission changes have been accomplished. Through the incorporation of hydrophilic
groups, bright signaling of biothiols in the longer wavelength region of the visible
spectrum is deemed to operate in biological environment. With this knowledge,
bioconjugation of the nitroolefin functionalized dyes with thiol groups like those
belonging to cysteine residues on proteins has been proved via large spectral changes
and targeted to visualize dynamics of proteins, cell-cell interactions, mechanisms of
life cycles of proteins. Hence, the result suggests that nitroolefin functionalization of
BODIPY dyes is a promising way to sense biological thiols and hence labeling
proteins having thiol groups. Since GSH plays vital roles in the oxidative stress
exists within the cells and thus, high concentration of it is the indication of cancer
development, design and synthesis of cancer related parameter based activation of
bodipy based photosensitizers have been achieved to enhance spatiotemporal
selectivity in photonic sensitization of dissolved molecular oxygen and thus,
improves the potential and practice of photodynamic therapy and their effectiveness
are validated by cell culture studies. Chemiluminescence in principle can provide a
rapid, qualitative and/or quantitative test for analytes of interest; because of that
synthesis of novel probes for the sensing of biologically important (fluoride) anion
have been devised to combine the power of chemiluminescence and self immolative
amplifiers which offers a chemical avenue for enhancing the signal produced in
response to a given analyte. Through the development of chemiluminogenic
perspective for sensing of palladium ions, rapid and selective response of probe to palladium ions with regardless of their charge in aqueous environment have been
accomplished. Considering the convenience of the methods and substantial results,
we are confident that other probes combining the power of chemiluminescence will
emerge.
Keywords
FluorescenceChemosensors
Biological Thiols
Protein Labeling
Photodynamic Therapy
Chemiluminescence