دورية أكاديمية
Palladium Catalyst with Task-Specific Ionic Liquid Ligands: Intracellular Reactions and Mitochondrial Imaging with Benzothiadiazole Derivatives.
| العنوان: | Palladium Catalyst with Task-Specific Ionic Liquid Ligands: Intracellular Reactions and Mitochondrial Imaging with Benzothiadiazole Derivatives. |
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| المؤلفون: | Carvalho TO; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil., Carvalho PHPR; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil., Correa JR; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil., Guido BC; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil., Medeiros GA; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil., Eberlin MN; ThoMSon Mass Spectrometry Laboratory , University of Campinas-UNICAMP , P.O. Box 6154, Campinas , São Paulo 13083-970 , Brazil.; Schoool of Engeneering , Mackenzie Presbyterian University , São Paulo , São Paulo 01302-907 , Brazil., Coelho SE; Laboratory of Biomimetic Catalysis (LaCBio), Chemistry Department , Universidade Federal de Santa Catarina , Campus Trindade , Florianópolis , Santa Catarina 88040-900 , Brazil., Domingos JB; Laboratory of Biomimetic Catalysis (LaCBio), Chemistry Department , Universidade Federal de Santa Catarina , Campus Trindade , Florianópolis , Santa Catarina 88040-900 , Brazil., Neto BAD; Laboratory of Medicinal and Technological Chemistry , University of Brasília, Chemistry Institute (IQ-UnB) , Campus Universitário Darcy Ribeiro , Brasília , Distrito Federal 70904-970 , Brazil. |
| المصدر: | The Journal of organic chemistry [J Org Chem] 2019 May 03; Vol. 84 (9), pp. 5118-5128. Date of Electronic Publication: 2019 Apr 17. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: American Chemical Society Country of Publication: United States NLM ID: 2985193R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-6904 (Electronic) Linking ISSN: 00223263 NLM ISO Abbreviation: J Org Chem Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Columbus Oh : American Chemical Society Original Publication: Easton, Pa. [etc.] |
| مواضيع طبية MeSH: | Coordination Complexes/*chemistry , Ionic Liquids/*chemistry , Mitochondria/*metabolism , Palladium/*chemistry , Thiadiazoles/*chemistry, Catalysis ; Coordination Complexes/chemical synthesis ; Humans ; Ligands ; MCF-7 Cells ; Solubility |
| مستخلص: | A water-soluble and charge-tagged palladium complex (PdMAI) was found to function inside breast cancer live cells of the MCF-7 lineage as an efficient catalyst for cross-coupling reaction. PdMAI, bearing two ionophilic task-specific ionic liquids as ligands, efficiently catalyzed both in cellulo Suzuki and Buchwald-Hartwig amination reactions. For the first time, therefore, the Buchwald-Hartwig amination is described to occur inside the highly complex cellular environment. The 2,1,3-benzothiadiazole (BTD) core was used as the base for the syntheses, and two π-extended fluorescent derivatives (BTD-2APy) and (BTD-1AN), which were found to emit in the green and red channels, had impressive mitochondrial affinity. These chromophores allowed for selective mitochondrial imaging and tracking. |
| المشرفين على المادة: | 0 (Coordination Complexes) 0 (Ionic Liquids) 0 (Ligands) 0 (Thiadiazoles) 273-77-8 (benzo-1,2,3-thiadiazole) 5TWQ1V240M (Palladium) |
| تواريخ الأحداث: | Date Created: 20190409 Date Completed: 20200702 Latest Revision: 20200702 |
| رمز التحديث: | 20231215 |
| DOI: | 10.1021/acs.joc.9b00130 |
| PMID: | 30957505 |
| قاعدة البيانات: | MEDLINE |
Find this issue from the American Chemical Society | تدمد: | 1520-6904 |
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| DOI: | 10.1021/acs.joc.9b00130 |