Molecular tools for cell and systems biology

Schultz, Carsten

doi:10.2976/1.2812442

Cited by 12 publications

(7 citation statements)

References 196 publications

(180 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Coumarin-based PPGs have gained considerable attention, especially for applications in biological chemistry, 39 primarily due to its longer-wavelength absorption, extending farther into the visible region (400-500 nm) and the fast release rate from its excited singlet. These advantages have been offset by coumarin's marginal quantum yields, low aqueous solubility and the occasional inconvenience of a strong fluorescence and competitive absorptivity from the coumarin photolysis byproducts.…”

Section: (Coumarin-4-yl)methyl [Coumarylmethyl] Photoremovable Protec...mentioning

confidence: 99%

Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups

Givens

Rubina

Wirz³

2012

Photochem Photobiol Sci

152

185

View full text Add to dashboard Cite

Most applications of photoremovable protecting groups have used o-nitrobenzyl compounds and their (often commercially available) derivatives that, however, have several disadvantages. The focus of this review is on applications of the more recently developed title compounds, which are especially well suited for time-resolved biochemical and physiological investigations, because they release the caged substrates in high yield within a few nanoseconds or less. Together, these two chromophores cover the action spectrum for photorelease from >700 nm to 250 nm.

show abstract

Section: (Coumarin-4-yl)methyl [Coumarylmethyl] Photoremovable Protec...mentioning

confidence: 99%

Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups

Givens

Rubina

Wirz³

2012

Photochem Photobiol Sci

152

185

View full text Add to dashboard Cite

show abstract

“…For this purpose, it is tempting to examine recent developments in fluorescence resonance energy transfer (FRET) in order to dissect TCR internal molecular dynamics coupled with surface receptor engagement. Known for decades to de-tect molecular distances in the nanometer range, the technique initially introduced by Förster in the 1950s (Förster, 1946(Förster, , 1960 has lately been the object of renewed interest due to outstanding progress in specific labeling of proteins in live cells (Giepmans et al, 2006;Schultz, 2007) and significant advances in adapting the strategy to microscopic imaging techniques (Jares-Erijman and Jovin, 2003). The principle of the measurement is based on resonant coupling of the dipole moment of excited states of a donor and an acceptor, which must both be in close spatial and energetic proximity.…”

Section: The Tcr Triggering Mystery Tcr/cd3 Conformational Changesmentioning

confidence: 99%

Early T‐cell activation biophysics

Henry

Hivroz

2009

HFSP Journal

View full text Add to dashboard Cite

The T-cell is one of the main players in the mammalian immune response. It ensures antigen recognition at the surface of antigen-presenting cells in a complex and highly sensitive and specific process, in which the encounter of the T-cell receptor with the agonist peptide associated with the major histocompatibility complex triggers T-cell activation. While signaling pathways have been elucidated in increasing detail, the mechanism of TCR triggering remains highly controversial despite active research published in the past 10 years. In this paper, we present a short overview of pending questions on critical initial events associated with T-cell triggering. In particular, we examine biophysical approaches already in use, as well as future directions. We suggest that the most recent advances in fluorescence super-resolution imaging, coupled with the new classes of genetic fluorescent probes, will play an important role in elucidation of the T-cell triggering mechanism. Beyond this aspect, we predict that exploration of mechanical cues in the triggering process will provide new clues leading to clarification of the entire mechanism.

show abstract

“…These properties include larger molar extinction coefficients with higher photolysis efficiency above 350 nm, to allow fast cleavage and release of the corresponding functionality and the use of longer wavelengths to minimise side reactions or cell damage. These features have motivated interest in their usage, especially for bioapplications 11,12 and offset their low photochemical quantum yields, reduced aqueous solubility and the inconvenience of strong fluorescence and competitive absorption from the coumarin photolysis byproducts. 11 (Coumarin-4-yl)methyl derivatives (trivial name of methyl-2-oxo-2H-benzo [1,2-b]pyran), introduced by Givens and Matuszewski in the release of phosphate esters in 1984, 9 display attractive properties, namely large molar absorption coefficients (e) at longer wavelengths, extending into the visible region (400-500 nm) and fast release rates from their excited singlet state.…”

Section: Introductionmentioning

confidence: 99%

“…11 (Coumarin-4-yl)methyl derivatives (trivial name of methyl-2-oxo-2H-benzo[1,2-b]pyran), introduced by Givens and Matuszewski in the release of phosphate esters in 1984, 9 display attractive properties, namely large molar absorption coefficients (e) at longer wavelengths, extending into the visible region (400-500 nm) and fast release rates from their excited singlet state. These features have motivated interest in their usage, especially for bioapplications 11,12 and offset their low photochemical quantum yields, reduced aqueous solubility and the inconvenience of strong fluorescence and competitive absorption from the coumarin photolysis byproducts.…”

Section: Introductionmentioning

confidence: 99%

Aminobenzocoumarinylmethyl esters as photoactive precursors for the release of butyric acid

et al. 2015

View full text Add to dashboard Cite

The evaluation of the photorelease of a carboxylic acid drug, using butyric acid as a representative model, was carried out by using 7-amino-4-chloromethyl-2-oxo-2H-naphtho[1,2-b]pyran, an aminobenzocoumarin, and its mono-and di-methylated or ethylated derivatives. This study was intended to improve the release of butyric acid from benzocoumarins by the addition of an amino group to the heterocycle by applying the knowledge of second-generation coumarinylmethyl-based photoremovable protecting groups. Photolysis studies were performed on the resultant ester cages by irradiation in a photochemical reactor at 254, 300, 350 and 419 nm, using methanol/HEPES buffer 80 : 20 solutions as solvent. The data obtained showed that these new fluorescent aminobenzocoumarins are superior to all the previously tested benzocoumarins with the same or different ring fusions. The photophysics of the compounds was characterised by both steady state and time-resolved methods. † Electronic supplementary information (ESI) available: 1 H and 13 C NMR spectra of compounds 1, 2, 3a,b and 4a,b; absorption spectra of compounds 2, 3a,b and 4a,b, EEM and decay associated spectra of compound 2 in MeOH/HEPES (80 : 20) and the difference between frontier orbitals for compounds 3a,b and 4a,b; UV/Vis absorption and fluorescence spectra of compounds 1, 2, 3a,b and 4a,b in ethanol; and HPLC chromatograms for the photolysis of compounds 2, 3a,b and 4a,b. See

show abstract

Molecular tools for cell and systems biology

Cited by 12 publications

References 196 publications

Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups

Applications of p-hydroxyphenacyl (pHP) and coumarin-4-ylmethyl photoremovable protecting groups

Early T‐cell activation biophysics

Aminobenzocoumarinylmethyl esters as photoactive precursors for the release of butyric acid

Contact Info

Product

Resources

About