Single- and multi-photon excited fluorescence from serotonin complexed with ß-cyclodextrin

Bisby, Roger H.; Botchway, Stanley W.; Dad, Shakeela; Parker, Anthony W.

doi:10.1039/b508602g

Cited by 13 publications

(9 citation statements)

References 25 publications

(34 reference statements)

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“…The fitted values of K f and K b were 80.7 and 23.3 dm 3 mol −1 , respectively, and the second-order rate constant for quenching by iodide of bound propranolol was 2.3 × 10 9 dm 3 mol −1 s −1 . K A for propranolol is similar to that for related molecules such as tryptamine (160 dm 3 mol −1 [16]) and serotonin (∼53 dm 3 mol −1 [2]).…”

Section: Fluorescence Quenchingsupporting

confidence: 59%

Interactions of the β-blocker drug, propranolol, with detergents, β-cyclodextrin and living cells studied using fluorescence spectroscopy and imaging

et al. 2010

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Interactions of theβ-blocker drug, propranolol, with amphipathic systems have been studied using fluorescence spectroscopy. The results show a strong binding of propranolol with micelles of sodium dodecyl sulfate revealed through changes in the fluorescence spectrum and an increase in fluorescence lifetime. Quenching of propranolol fluorescence by iodide is used to demonstrate interaction withβ-cyclodextrin. At high concentrations, self-quenching of propranolol fluorescence was also observed withκq=2.5×109dm3mol–1s–1. Two-photon excited (630 nm) fluorescence lifetime imaging of propranolol in cells showed propranolol to be widely distributed in the cell cytoplasm, with fluorescence lifetimes shorter than in solution. The results suggest that intracellular propranolol is mainly confined within the aqueous cytoplasm and rather than membrane associated.

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Section: Fluorescence Quenchingsupporting

confidence: 59%

Interactions of the β-blocker drug, propranolol, with detergents, β-cyclodextrin and living cells studied using fluorescence spectroscopy and imaging

et al. 2010

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“…This was shown to be due to the generation of a photochemical product in a 4-photon event at 830 nm that is subsequently excited by a further two photons to generate the green fluorescence. Although such hyperluminescence has been further characterised [29, 30], the nature of the emitting species remains unknown although it appears to be relatively specific for 5-hydroxyindoles. Laser flash photolysis has identified a triplet state.…”

Section: Introductionmentioning

confidence: 99%

Near infrared multiphoton-induced generation and detection of hydroxyl radicals in a biochemical system

Botchway

Crisostomo

Parker

et al. 2007

Archives of Biochemistry and Biophysics

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Solutions of tryptophan and N-hydroxypyridine-2-thione (mercaptopyridine-N-oxide, MPNO) were irradiated at 335 nm. Formation of 5-hydroxytryptophan was inferred from increased fluorescence at 334 nm on excitation at 315 nm, conditions chosen for selective detection of 5-hydroxytryptophan. Such experiments are complicated by overlapping absorption spectra in the region of 300–350 nm. Similar solutions were exposed to multiphoton excitation at 750 nm using 180 fs pulses from a titanium:sapphire laser. In solutions containing both tryptophan and MPNO strong emission at 500 nm was observed that was absent in solutions containing either MPNO or tryptophan only. This emission is ascribed to the characteristic fluorescence (‘hyperluminescence’) from 5-hydroxyindoles resulting from multiphoton photochemistry. The conclusion that MPNO generates hydroxyl radicals by 2-photon activation at 750 nm is confirmed by the scavenging effects of ethanol and kinetic analysis of the results. This method has potential applications in intracellular induction of oxidative stress using multiphoton near-infrared illumination, a technology that is gaining momentum as a research tool.

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“…They observed a dramatic fluorescence increase after secretion of serotonin induced by polymyxin and ascribed this to strong quenching of serotonin within secretory granules by interaction with granule matrix materials. A hydrophobic binding site for serotonin is not responsible for quenching, since our studies of serotonin binding into the hydrophobic cavity of b-cyclodextrin show a small increase in fluorescence lifetime (Bisby et al, 2006).…”

Section: Fluorescence Lifetimes Of 5-htmentioning

confidence: 78%

Real‐time cellular uptake of serotonin using fluorescence lifetime imaging with two‐photon excitation

Botchway

Parker

Bisby

et al. 2007

Microscopy Res & Technique

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The real-time uptake of serotonin, a neurotransmitter, by rat leukemia mast cell line RBL-2H3 and 5-hydroxytryptophan by Chinese hamster V79 cells has been studied by fluorescence lifetime imaging microscopy (FLIM), monitoring ultraviolet (340 nm) fluorescence induced by two-photon subpicosecond 630 nm excitation. Comparison with two-photon excitation with 590 nm photons or by three-photon excitation at 740 nm shows that the use of 630 nm excitation provides optimal signal intensity and lowered background from auto-fluorescence of other cellular components. In intact cells, we observe using FLIM three distinct fluorescence lifetimes of serotonin and 5-hydroxytryptophan according to location. The normal fluorescence lifetimes of both serotonin (3.8 ns) and 5-hydroxytryptophan (3.5 ns) in solution are reduced to approximately 2.5 ns immediately on uptake into the cell cytosol. The lifetime of internalized serotonin in RBL-2H3 cells is further reduced to approximately 2.0 ns when stored within secretory vesicles.

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Single- and multi-photon excited fluorescence from serotonin complexed with ß-cyclodextrin

Cited by 13 publications

References 25 publications

Interactions of the β-blocker drug, propranolol, with detergents, β-cyclodextrin and living cells studied using fluorescence spectroscopy and imaging

Interactions of the β-blocker drug, propranolol, with detergents, β-cyclodextrin and living cells studied using fluorescence spectroscopy and imaging

Near infrared multiphoton-induced generation and detection of hydroxyl radicals in a biochemical system

Real‐time cellular uptake of serotonin using fluorescence lifetime imaging with two‐photon excitation

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