41614-16-8Relevant academic research and scientific papers
Preparation method of 3-amino-4-methoxybenzaniline
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Paragraph 0018, (2016/10/17)
The invention relates to a preparation method of 3-amino-4-methoxybenzaniline.The preparation method includes the steps that 3-nitro-4-X-benzoic acid reacts with aniline under a reaction agent condition to obtain 3-nitro-4-X-benzanilide; 2, 3-nitro-4-X-benzanilide reacts with methyl alcohol under the presence of alkaline reagent to obtain 3-nitro-4 methoxybenzaniline; reduction reaction is performed with treatment or without treatment, so that 3-amino-4-methoxybenzaniline is obtained.The method is high in product yield, low in cost, good in quality and convenient to industrialize and meets the requirement for environmentally-friendly production.
Design and synthesis of highly sensitive fluorogenic substrates for glutathione S-transferase and application for activity imaging in living cells
Fujikawa, Yuuta,Urano, Yasuteru,Komatsu, Toru,Hanaoka, Kenjiro,Kojima, Hirotatsu,Terai, Takuya,Inoue, Hideshi,Nagano, Tetsuo
experimental part, p. 14533 - 14543 (2009/02/08)
Here we report the development of fluorogenic substrates for glutathione S-transferase (GST), a multigene-family enzyme mainly involved in detoxification of endogenous and exogenous compounds, including drug metabolism. GST is often overexpressed in a variety of malignancies and is involved in the development of resistance to various anticancer drugs. Despite the medical significance of this enzyme, no practical fluorogenic substrates for fluorescence imaging of GST activity or for high-throughput screening of GST inhibitors are yet available. So, we set out to develop new fluorogenic substrates for GST. In preliminary studies, we found that 3,4-dinitrobenzanilide (NNBA) is a specific substrate for GST and established the mechanisms of its glutathionylation and denitration. Using these results as a basis for off/on control of fluorescence, we designed and synthesized new fluorogenic substrates, DNAFs, and a cell membrane-permeable variant, DNAT-Me. These fluorogenic substrates provide a dramatic fluorescence increase upon GST-catalyzed glutathionylation and have excellent kinetic parameters for the present purpose. We were able to detect nuclear localization of GSH/GST activity in HuCCT1 cell lines with the use of DNAT-Me. These results indicate that the newly developed fluorogenic substrates should be useful not only for high-throughput GST-inhibitor screening but also for studies on the mechanisms of drug resistance in cancer cells.
