142231-06-9Relevant articles and documents
Design of fluorescent probes with optimized responsiveness and selectivity to GSH
Chen, Ji-An,Zhang, Zhen-Yu,Gao, Jie,Tan, Jia-Hui,Gu, Xian-Feng
, p. 1226 - 1230 (2019)
We designed and synthesized a series of BODIPY based probes with fast and distinct ratiometric responsiveness for discriminative detection of GSH from Cys and Hcy. The discriminative detection is based on the different products obtained by the SNAr between probes and thiol-containing amino acids. The amino group of the obtained thioether from the reaction with Cys or Hcy but not GSH would trigger an intramolecular nucleophilic substitution through five- or six-membered cyclic transition state, finally yielding an amino substituted derivative. To achieve highly discriminative detection and fast response, a series of structure modifications and improvements have been made by elongating the π-conjugation and introducing electron withdrawing groups, finally affording probe BOD-DBNPF with optimized responsiveness and selectivity. Importantly, BOD-DBNPF was successfully used for the selective detection of GSH from Cys with distinct fluorescent ratiometric responses in living HeLa cells.
Novel fluorescent dye can be multi-functional and its preparation method and application
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Paragraph 0096; 0097, (2017/03/28)
The invention belongs to the field of chemicobiology, and provides a novel fluorescent dye capable of multifunctionalization, and a preparation method and application thereof. The novel fluorescent dye capable of multifunctionalization is based on a BODIPY parent, and is prepared by carrying out Knoevenagel reaction on a raw material pyrrole aldehyde for synthesizing BODIPY and propyl dicyan. The modification of the Knoevenagel reaction is utilized to achieve the goal of regulating the spectrum property of the fluorescent dye. Cl-BODIPY-2CN active chlorine can quickly perform nucleophilic substitution reaction with multiple mercapto or amino compounds, and the optical properties of the fluorescent dye obviously change in the substitution process. The Cl-BODIPY-2CN is used for detecting ONOO-. The fluorescent dye provided by the invention has the advantages of high light stability and high reaction sensitivity, and can be subjected to functionalized application in many aspects. The preparation method has the advantages of simple and accessible raw materials, low cost, higher yield and high light stability.
Oxidative Halogenation of Substituted Pyrroles with Cu(II). Part III. Bromination and Chlorination of 2-Benzoylpyrrole
Petruso, S.,Caronna, S.
, p. 355 - 357 (2007/10/02)
The bromination of 2-benzoylpyrrole with copper (II) bromide in the homogenous and heterogenous phase is described, giving 4- and 5-monobromo derivatives whose ratio decreases as the temperature is increased.The same reaction with copper(II) chloride in acetonitrile at 60 deg C produces 5-chloro-2-benzoylpyrrole as the major product. 4,5-Dihalopyrroles in good yields are obtained with an excess of halogenating agent.