acid chloride of 7-hydroxycoumarin-3-carboxylic acid acetate | 97461-45-5

• 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: acid chloride of 7-hydroxycoumarin-3-carboxylic acid acetate
• 英文别名: 3-Carbonylchlorid-7-acetylcumarin；3-Chlorcarbonyl-7-acetoxycumarin；7-acetoxy-2-oxo-2H-chromene-3-carbonyl chloride；7-Acetoxy-2-oxo-2H-chromen-3-carbonylchlorid；3-(Chlorocarbonyl)-2-oxo-2H-1-benzopyran-7-yl acetate；(3-carbonochloridoyl-2-oxochromen-7-yl) acetate
• CAS: 97461-45-5
• 化学式: C₁₂H₇ClO₅
• 分子量: 266.638
• InChiKey: CESHKPQSFGMEOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  acid chloride of 7-hydroxycoumarin-3-carboxylic acid acetate 在 Pd-BaSO₄ 、 xylene 作用下， 生成 3-formyl-2-oxo-2H-chromen-7-yl acetate
  参考文献：
  名称：

  Untersuchungen in der Kumarinreihe. 2. Synthese einiger Kumarinaldehyde; mit Bemerkungen über die katalytische Hydrierung der Säurechloride

  摘要：

  DOI：

  10.1002/ardp.19332710808
• 作为产物：
  描述：

  7-羟基香豆素-3-羧酸 在 硫酸 、 三氯氧磷 作用下， 反应 0.66h， 生成 acid chloride of 7-hydroxycoumarin-3-carboxylic acid acetate
  参考文献：
  名称：

  新型香豆素-噻二唑杂化物的胆碱酯酶抑制和抗菌活性的设计、光谱学和评估

  摘要：

  使用多种光谱技术和 XRD 晶体学分离并充分表征了衍生自取代香豆素-3-羧酸的一系列新型香豆素-噻二唑杂化物。几种新型化合物在可见光区域显示出强烈的荧光，与已知的基于香豆素的荧光标准相当。此外，这些新化合物通过它们作为乙酰胆碱酯酶 (AChE) 和丁酰胆碱酯酶 (BuChE) 抑制剂的能力被测试为潜在的抗神经退行性疾病。与商业标准相比，只有少数化合物表现出中等的 AChE 和 BuChE 活性。此外，还测试了这些新型衍生物对一组病原细菌和真菌物种的抗菌活性。

  DOI：

  10.3390/ijms23116314

文献信息

• Substrates for beta-lactamase and uses thereof
  申请人：Tsien Y. Roger

  公开号：US20070184513A1

  公开（公告）日：2007-08-09

  Substrates for β-lactamase of the general formula I in which one of X and Y is a fluorescent donor moiety and the other is a quencher (which may or may not re-emit); R′ is selected from the group consisting of H, lower (i.e., alkyl of 1 to about 5 carbon atoms) and (CH 2 ) n OH, in which n is 0 or an integer from 1 to 5; R″ is selected from the group consisting of H, physiologically acceptable metal and ammonium cations, CHR 2 OCO(CH 2 ) n CH 3 , —CHR 2 OCOC (CH 3 ) 3 , acylthiomethyl, acyloxy-alpha -benzyl, delta-butyrolactonyl, methoxycarbonyloxymethyl, phenyl, methylsulphinylmethyl, beta-morpholinoethyl, dialkylaminoethyl, acyloxyalkyl, dialkylaminocarbonyloxymethyl and aliphatic, in which R 2 is selected from the group consisting of H and lower alkyl; A is selected from the group consisting of S, O, SO, SO 2 and CH 2 ; and Z′ and Z″ are linkers for the fluorescent donor and quencher moieties. Methods of assaying β-lactamase activity and monitoring expression in systems using β-lactamase as a reporter gene also are disclosed.

  通式I的β-内酰胺酶底物，其中X和Y中的一个是荧光给体基团，另一个是猝灭剂（可以或不可以再发射）；R'从H，较低的（即1到约5个碳原子的烷基）和（CH2）nOH中选择，其中n为0或1到5的整数；R"从H，生理上可接受的金属和铵阳离子，CHR2OCO（CH2）nCH3，—CHR2OCOC（CH3）3，酰硫甲基，酰氧-α-苯甲基，δ-丁酰内酯，甲氧羰氧甲基，苯基，甲硫氧甲基，β-吗啡啉乙基，二烷基氨基乙基，酰氧烷基，二烷基氨基羰氧甲基和脂肪族中选择，其中R2从H和较低的烷基中选择；A从S，O，SO，SO2和CH2中选择；Z'和Z"是荧光给体和猝灭剂基团的连接器。还公开了评估β-内酰胺酶活性和使用β-内酰胺酶作为报告基因监测表达的方法。
• Design and Synthesis of an Enzyme Activity-Based Labeling Molecule with Fluorescence Spectral Change
  作者：Toru Komatsu、Kazuya Kikuchi、Hideo Takakusa、Kenjiro Hanaoka、Tasuku Ueno、Mako Kamiya、Yasuteru Urano、Tetsuo Nagano

  DOI：10.1021/ja0657307

  日期：2006.12.1

  Methods of covalent labeling of a specific tag protein with small-molecular dyes play an important role in studying dynamic behaviors of proteins in living cells. On the basis of quinone methide chemistry, we designed and synthesized a beta-galactosidase labeling probe, CMFbeta-gal, which shows a fluorescence wavelength change accompanying the labeling reaction, owing to fluorescence resonance energy transfer (FRET). Since the FRET efficiency changes accompanying the labeling reaction, fluorescence of labeled protein can be observed separately from that of the unreacted probe, so immediate detection of the target protein is possible. This is the first report of a protein labeling probe which features a change of fluorescence wavelength upon reaction, allowing the labeled protein to be detected even in the presence of unreacted probe.
• SUBSTRATES FOR BETA-LACTAMASE AND USES THEREOF
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP0817785A2

  公开（公告）日：1998-01-14
• Nucleic acids and uses thereof for the assay of beta-lactamase
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP0982398B1

  公开（公告）日：2003-11-05
• US4716118A
  申请人：——

  公开号：US4716118A

  公开（公告）日：1987-12-29