通过扫描电化学显微镜研究肝母细胞瘤中甲萘醌向硫代二酮的代谢过程。
Menadione metabolism to thiodione in hepatoblastoma by scanning electrochemical microscopy.
作者信息
Mauzeroll Janine, Bard Allen J, Owhadian Omeed, Monks Terrence J
机构信息
Department of Chemistry and Biochemistry, University of Texas, 1 University Station, A5300, Austin, TX 78712, USA.
出版信息
Proc Natl Acad Sci U S A. 2004 Dec 21;101(51):17582-7. doi: 10.1073/pnas.0407613101. Epub 2004 Dec 15.
Abstract
The cytotoxicity of menadione on hepatocytes was studied by using the substrate generation/tip collection mode of scanning electrochemical microscopy by exposing the cells to menadione and detecting the menadione-S-glutathione conjugate (thiodione) that is formed during the cellular detoxication process and is exported from the cell by an ATP-dependent pump. This efflux was electrochemically detected and allowed scanning electrochemical microscopy monitoring and imaging of single cells and groups of highly confluent live cells. Based on a constant flux model, approximately 6 x 10(6) molecules of thiodione per cell per second are exported from monolayer cultures of Hep G2 cells.
摘要
通过扫描电化学显微镜的底物生成/尖端收集模式，研究了甲萘醌对肝细胞的细胞毒性。将细胞暴露于甲萘醌中，检测细胞解毒过程中形成并通过ATP依赖性泵从细胞中输出的甲萘醌-S-谷胱甘肽共轭物（硫代二酮）。通过电化学检测这种外排，实现了对单个细胞和高度汇合的活细胞群体的扫描电化学显微镜监测和成像。基于恒定通量模型，每秒每个Hep G2细胞单层培养物中约有6×10⁶个硫代二酮分子被输出。
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1
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2
Scanning electrochemical microscopy of living cells. 4. Mechanistic study of charge transfer reactions in human breast cells.活细胞的扫描电化学显微镜。4. 人乳腺细胞中电荷转移反应的机理研究。
Anal Chem. 2002 Dec 15;74(24):6340-8. doi: 10.1021/ac020564g.
3
Scanning electrochemical microscopy of living cells. 3. Rhodobacter sphaeroides.活细胞的扫描电化学显微镜。3. 球形红杆菌。
Anal Chem. 2002 Jan 1;74(1):114-9. doi: 10.1021/ac010945e.
4
A microbial chip combined with scanning electrochemical microscopy.
Biotechnol Bioeng. 2001 Dec;76(4):391-4. doi: 10.1002/bit.10085.
5
Oxygen consumption of single bovine embryos probed by scanning electrochemical microscopy.通过扫描电化学显微镜探测单个牛胚胎的耗氧量。
Anal Chem. 2001 Aug 1;73(15):3751-8. doi: 10.1021/ac010339j.
6
Hepatic secretion of conjugated drugs and endogenous substances.肝脏对结合型药物和内源性物质的分泌。
Semin Liver Dis. 2000;20(3):265-72. doi: 10.1055/s-2000-9391.
7
Scanning electrochemical microscopy of living cells: different redox activities of nonmetastatic and metastatic human breast cells.活细胞的扫描电化学显微镜研究：非转移性和转移性人乳腺细胞的不同氧化还原活性
Proc Natl Acad Sci U S A. 2000 Aug 29;97(18):9855-60. doi: 10.1073/pnas.97.18.9855.
8
Monitoring drug efflux from sensitive and multidrug-resistant single cancer cells with microvoltammetry.
Anal Chem. 1999 Jul 15;71(14):2821-30. doi: 10.1021/ac9811773.
9
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Biophys J. 1998 Nov;75(5):2255-61. doi: 10.1016/S0006-3495(98)77670-2.
10
Regulation of organic anion transport in the liver.肝脏中有机阴离子转运的调节。
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