7-methoxyoxalylamino-4-methyl-coumarin

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-methoxyoxalylamino-4-methyl-coumarin
• 英文别名: Methyl 2-[(4-methyl-2-oxochromen-7-yl)amino]-2-oxoacetate
• 化学式: C₁₃H₁₁NO₅
• 分子量: 261.234
• InChiKey: OAJPSIXAEUGLLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-methoxyoxalylamino-4-methyl-coumarin 生成 4-methyl-7-oxaloamino-coumarin
  参考文献：
  名称：

  Substituted coumarin compounds

  摘要：

  通用公式为##STR1##的新苯并吡喃衍生物，其中R是自由的、酯化的或酰胺化的羧基，Ph是1,2-苯基，其中含有基团R--CO--NR.sub.3--，否则未取代或被取代，X是公式--CO--CR.sub.1.dbd.CR.sub.2--的基团，其中R.sub.1和R.sub.2彼此独立地是氢、酰基或取代或未取代的碳氢基团或其杂原子衍生物，或共同是3-5元的低碳烷基，R.sub.2也可以是自由的或被有机羧酸醚化的羟基或羟基醚化的，R.sub.3是氢或低碳基，作为抗过敏剂是有用的。

  公开号：

  US04205082A1
• 作为产物：
  描述：

  7-氨基-4-甲基香豆素 生成 7-methoxyoxalylamino-4-methyl-coumarin
  参考文献：
  名称：

  FERRINI, P. G.

  摘要：

  DOI：

文献信息

• ——
  作者：

  DOI：——

  日期：——
• Identification of Tissue-Restricted Bioreaction Suitable for in Vivo Targeting by Fluorescent Substrate Library-Based Enzyme Discovery
  作者：Kentaro Yoshioka、Toru Komatsu、Akihiro Nakada、Jun Onagi、Yugo Kuriki、Mitsuyasu Kawaguchi、Takuya Terai、Tasuku Ueno、Kenjiro Hanaoka、Tetsuo Nagano、Yasuteru Urano

  DOI：10.1021/jacs.5b05884

  日期：2015.9.30

  Tissue-restricted bioreactions can be utilized to design chemical-biological tools and prodrugs. We have developed a fluorescent-substrate-library-based enzyme discovery approach to screen tissue extracts for enzymatic activities of interest. Assay-positive candidate proteins were identified by diced electrophoresis gel assay followed by peptide mass fingerprinting. We discovered that pyruvyl anilide is specifically hydrolyzed by carboxylesterase 2 (CES2), which is predominantly localized in the liver and kidney. We show that the pyruvyl targeting group/CES2 enzyme pair can be used to deliver the 7-amino-4-methylcoumarin fluorophore specifically to the liver and kidney in vivo. Our screening approach should be useful to find other masking group/enzyme pairs suitable for development of fluorescent substrates and prodrugs.
• Coumarin-based turn-on fluorescence probes for highly selective detection of Pi in cell culture and Caenorhabditis elegans
  作者：Huan Wang、Lin E. Guo、Xue Mei Li、Li Mei Zhang、Qiu Lin Xu、Gao Fen Wu、Ying Zhou、Jun Feng Zhang

  DOI：10.1016/j.dyepig.2015.04.031

  日期：2015.9

  Two coumarin-based fluorescence probes, 1 and 2, containing a methoxy oxalyl group as a reaction site were developed. These two novel probes displayed an instant turn-on fluorescence response specific towards Pi without interference from ATP and PPi. A selective 23-fold increase in fluorescence for 1 (in DMSO HEPES) and a 20-fold increase for 2 (in DMSO) were observed. The proposed sensing mechanism for these compounds is Pi-triggered acetamide bond cleavage leading to release of the blue fluorophore coumarin, which was supported by H-1 NMR and mass spectrometry data. Probe 1 was successfully used to image endogenous and exogenous Pi in living cells and to trace Pi released from ATP by apyrase in Caenorhabditis elegans. (C) 2015 Elsevier Ltd. All rights reserved.
• Phosphate imbalance conducting by BPs-based cancer-targeting phosphate anions carrier induces necrosis
  作者：Chunmeng Ma、Jinlong Zhang、Yuan Zhang、Chen Ma、Minrui Ma、Fanpeng Ran、Xiaoyan Liu、Haixia Zhang

  DOI：10.1016/j.cclet.2020.09.052

  日期：2021.4
• US4205082A
  申请人：——

  公开号：US4205082A

  公开（公告）日：1980-05-27