54395-36-7Relevant articles and documents
New phthalimide-methionine dyad-based fluorescence probes for reactive oxygen species: Singlet oxygen, hydrogen peroxide, and hypochlorite
Griesbeck, Axel G.,?ngel, Banu,Atar, Murat
, (2017)
Different reactive oxygen species were detected by the molecular probes 1-3 that were composed of the phthalimide fluorophore as reporter and a methionine-derived thioether side-chain as receptor part. The sulfoxides that were formed as the primary oxidation products show strong fluorescence in the blue-green (430-540?nm) spectral region. Self-sensitized oxidation by singlet oxygen is in general inefficient indicating rapid electron-transfer quenching of the excited probe molecules. With hydrogen peroxide as thermal oxidant conversion to the sulfoxides is slow but can be accelerated by addition of titanium(IV) catalysts, whereas hypochlorite as oxidant behaves much more reactive even under uncatalyzed conditions. Singlet oxygen that is generated by energy transfer from the photosensitizer Rose Bengal was detected by sensor 1a with rate constants of >107M–1?s–1, a typical rate constant for the oxidation of thioethers to sulfoxides.
Chemical derivatization for electrospray ionization mass spectrometry. 1. Alkyl halides, alcohols, phenols, thiote, and amines
Quirke, J. Martin E.,Adams, Christopher L.,Van Berkel, Gary J.
, p. 1302 - 1315 (1994)
Derivatization strategies and specific derivatization reactions for conversion of simple alky I halides, alcohols, phenols, thiols, and amines to ionic or solution-ionizable derivatives, that is "electrospray active" (ES-active) forms of the analyte, are presented. Use of these reactions allows detection of analytes among those listed that are not normally amenable to analysis by electrospray ionization mass spectrometry (ES-MS). In addition, these reactions provide for analysis specificity and flexibility through functional group specific derivatization and through the formation of derivatives that can be detected in positive ion or in negative ion mode. For a few of the functional groups, amphoteric derivatives are formed that can be analyzed in either positive or negative ion modes. General synthetic strategies for transformation of members of these five compound classes to ES-active species are presented along with illustrative examples of suitable derivatives. Selected derivatives were prepared using model compounds and the ES mass spectra obtained for these derivatives are discussed. The analytical utility of derivatization for ES-MS analysis is illustrated in three experiments: (1) specific detection of the major secondary alcohol in oil of peppermint, (2) selective detection of phenols within a synthetic mixture of phenols, and (3) identification of the medicinal amines within a commercially available cold medication as primary, secondary or tertiary.
A novel ESIPT-based fluorescent chemodosimeter for Hg2+ detection and its application in live-cell imaging
Huang, Jing,Chen, Bo,Zhou, Baocheng,Han, Yifeng
, p. 1181 - 1186 (2018)
A new excited-state intramolecular proton transfer (ESIPT) based fluorescent chemodosimeter for the detection of Hg2+ has been rationally designed and developed. The probe operates via the specific mercury-promoted desulfurization reaction of thiophthalimide to phthalimide and exhibits high selectivity and sensitivity in an almost pure aqueous solution (containing only 1% DMSO) with a low detection limit of 1.5 ppb. Furthermore, the probe was successfully used for the fluorescence imaging of Hg2+ in live cells.
A phthalimide-based fluorescent probe for thiol detection with a large Stokes shift
Liu, Xingjiang,Gao, Li,Yang, Liu,Zou, Lifen,Chen, Wenqiang,Song, Xiangzhi
, p. 18177 - 18182 (2015/05/04)
A phthalimide-based dye, probe 1, was developed as a novel fluorescent probe for thiol detection with excellent selectivity and high sensitivity based on the combination of photo induced electron transfer (PET) and excited state intramolecular proton transfer (ESIPT) mechanisms. The probe can detect thiols quantitatively and selectively with a large Stokes shift (161 nm) and the detection limit (S/N = 3) is as low as 0.8 nM. Furthermore, this probe was successfully used for imaging thiols in living SH-SY5Y cells.
