Colorimetric and fluorescent determination of sulfide and sulfite with kinetic discrimination

Abstract

General rights It is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), other than for strictly personal, individual use, unless the work is under an open content license (like Creative Commons). Disclaimer/Complaints regulationsIf you believe that digital publication of certain material infringes any of your rights or (privacy) interests, please let the Library know, stating your reasons. In case of a legitimate complaint, the Library will make the material inaccessible and/or remove it from the website. Please Ask the Library: http://uba.uva.nl/en/contact, or a letter to: Library of the University of Amsterdam, Secretariat, Singel 425, 1012 WP Amsterdam, The Netherlands. You will be contacted as soon as possible. Two fluorescent probes, m-PSP and p-PSP, for sulfite and/or sulfide were constructed by connecting a pyridinium ion to a coumarin fluorophore through an a,b-unsaturated ketone. The presence of the pyridinium salt promoted the nucleophilic addition of sulfite and sulfide to the a,b-unsaturated ketone, which could be visualized by dramatic changes in the solution's color and fluorescence intensity. Both probes exhibit good selectivity (the selectivity coefficients toward major interferences are less than 0.07) and high sensitivity for sulfite and sulfide over biothiols and other potential analytes. The detection limits of m-PSP for the analysis of sulfite and sulfide are calculated to 8.5 Â 10 À7 M and 2.7 Â 10 À7 M, respectively. Living cell imaging results indicate that both probes can be applied in biological systems.

Colorimetric and fluorimetric detection of cysteine: Unexpected Michael addition–elimination reaction

“…In our previous work, we found that the nucleophilic reactivity 183 decreases in the order: sulfite > sulfide > thiol [26]. The results in 184 Fig.…”

“…In our previous work, 20 we designed several probes for sulfur-containing compounds by 21 incorporating a,b-unsaturated ketone on a coumarin fluorophore 22 [26][27][28]. The experimental results revealed that a strong electron- 23 donating group suppressed the Michael reaction.…”

“…80Injection volume: 25 mL; mobile phase: A-0.1% TFA/water, isomers were synthesized according to the following 86 procedures (Scheme 2). Compound m1 was prepared according to 87 Refs [26][27][28][29]…”

Luminescent probes for the bioimaging of small anionic species in vitro and in vivo

“…Bottom: representative fluorescence images of mice (pseudocolour) that were injected with 68-Cu(II) (40 mm), followed by Na 2 S. The images were recorded after the injection of Na 2 S within 5 h. Image reproduced with permission. 238 In order to keep this section to a reasonable length and highlight the most relevant recent examples it was not possible to include all recent examples of probes functioning by way of (i) nucleophilicity 100,218,219,223,224,[239][240][241][242][243][244][245][246][247] (ii) reduction (arylazides, [226][227][228][231][232][233][234][235][248][249][250][251][252][253][254][255][256][257][258] sulfonylazides, [259][260][261] nitro groups, 262,263 hydroxyl amines, 264 and N-oxides 265 ) as well as (iii) displacement 53,[266][267][268][269] and readers are referred...…”

Highly Selective and Sensitive 2‐(2′‐Hydroxyphenyl)benzothiazole‐Based Turn‐On Fluorescent Probes for Detecting and Imaging Bisulfite in Living Cells

“…[3,4] Sulfites and bisulfites are often used as enzyme inhibitors and antiseptic agentsi nf ood, alcohol and pharmaceutical products because they can prevent oxidation and bacterial proliferation, as well as inhibit enzymatic and non-enzymatic browning. [5] Studies have shown that endogenous sulfur dioxide, which is produced from sulfur-containing amino acids, [6][7][8] plays as ignificant role in various physiological processes such as vasodilation,a ntioxidation and reduction of inflammation. [9,10] Although sulfur dioxide can be highly beneficial for the humanbody, an abnormal body level of sulfur dioxide can cause lung cancer, cardiovascular diseases and neurological disorders.…”