4-甲基伞形酮基丙酸酯 | 3361-13-5

• 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
• 中文名称: 4-甲基伞形酮基丙酸酯
• 中文别名: 4-甲基伞形酮丙酸酯；4-甲基伞形酮酰丙酸酯
• 英文名称: 4-methyl-2-oxo-2H-chromen-7-yl propionate
• 英文别名: 4-Methyl-7-(1-oxopropoxy)-2-benzopyrone；(4-methyl-2-oxochromen-7-yl) propanoate
• CAS: 3361-13-5
• 化学式: C₁₃H₁₂O₄
• mdl: MFCD00047644
• 分子量: 232.236
• InChiKey: IOKUIFTUULBXMB-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  382.1±37.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  在常温常压下稳定并结晶。熔点为91℃。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2932209090
• 储存条件：
  本品应密封在0℃以下的干燥环境中保存。

制备方法与用途

制备方法

酯酶的发荧光底物

用途简介 用途

酯酶的发荧光底物

反应信息

• 作为反应物：
  描述：

  4-甲基伞形酮基丙酸酯 在 porcine liver esterase 作用下， 生成 羟甲香豆素
  参考文献：
  名称：

  Determination and Isolation of a Thioesterase from Passion Fruit (Passiflora edulis Sims) That Hydrolyzes Volatile Thioesters

  摘要：

  Volatile organosulfur compounds (VOSCs) are high impact aroma chemicals characteristic of tropical fruits which are active as both free thiols and the respective thioesters. Using a simple and sensitive colorimetric enzyme assay, a thioesterase activity toward VOSCs has been identified in ripening purple passion fruit (Passiflora edulis Sims). The assay was based on determining the release of free thiols from 2-methyl-3-furanthiol acetate using Ellman's reagent. The major thioesterase in the fruit was found to be a wall-bound protein in the mesocarp. The extracted enzyme activity was purified 150-fold and shown to be associated with a 43 kDa monomeric serine hydrolase which was selectively labeled with a fluorophosphonate suicide probe. MS-MS sequencing identified the thioesterase as a class 13 glycoside hydrolase, most similar to pectin acetylesterase, an enzyme involved in cell wall modifications in the peel of a number of fruit. Our results suggest that cell wall hydrolases in tropical fruit may have additional useful roles in biotransforming VOSCs.

  DOI：

  10.1021/jf800793q
• 作为产物：
  描述：

  4-methyl-2-oxo-2H-chromen-7-yl acrylate 在 Cp*Rh(2-(2-pyridyl)phenyl)H 、 氢气 作用下， 以 异丙醇 为溶剂， 20.0 ℃ 、551.59 kPa 条件下， 反应 24.0h， 以91%的产率得到4-甲基伞形酮基丙酸酯
  参考文献：
  名称：

  氢化铑催化C=C键的高选择性加氢

  摘要：

  在温和条件下（室温，80 psi H 2）Cp*Rh(2-(2-吡啶基)苯基)H催化α,β-不饱和羰基化合物（包括天然产物前体）中C=C键的选择性氢化在 β 位具有庞大的取代基，并且底物具有一系列额外的官能团。它还催化许多分离的双键的氢化。机理研究表明，不涉及自由基中间体，并且催化剂似乎是均相的，从而为类似氢化过程的现有方案提供了重要的互补性。

  DOI：

  10.1021/jacs.1c04683

文献信息

• Structure activity studies with xenobiotic substrates using carboxylesterases isolated from Arabidopsis thaliana
  作者：Ian Cummins、Marie Landrum、Patrick G. Steel、Robert Edwards

  DOI：10.1016/j.phytochem.2006.12.014

  日期：2007.3

  cloned, expressed and the purified recombinant proteins assayed for esterase activity with xenobiotic substrates. Two members, AtCXE5 and AtCXE18 were found to be active carboxylesterases, though AtCXE5 proved to be highly unstable as a soluble protein. AtCXE18 and the previously characterised S-formylglutathione hydrolase from Arabidopsis (AtSFGH) were assayed against a series of esters based on methylumbelliferone

  羧酸酯酶 (CXE) 催化异生物质和天然产物的水解，从根本上改变它们的生物活性。虽然动物 CXE 的底物选择性，如猪肝酯酶 (PLE) 已得到充分研究，但植物中的相应酶尚未确定，其活性尚未确定。使用拟南芥 (At) 作为来源，已经克隆、表达了 α/β 水解酶 AtCXE 蛋白质家族的五个代表性成员，并用异生物质底物测定了纯化的重组蛋白的酯酶活性。两个成员 AtCXE5 和 AtCXE18 被发现是有活性的羧酸酯酶，尽管 AtCXE5 作为可溶性蛋白质被证明是高度不稳定的。AtCXE18 和先前表征的来自拟南芥 (AtSFGH) 的 S-甲酰谷胱甘肽水解酶针对一系列基于甲基伞形酮的酯进行了测定，其中酰基部分的大小和构象各不相同。使用同一系列测定拟南芥植物的粗酯酶制剂，并将结果与​​常用的 PLE 获得的结果进行比较。对于直链酯，AtCXE18 的行为类似于 PLE，但拟南芥水解酶证明对支链酰
• Salivary Hydrogen Sulfide Measured with a New Highly Sensitive Self-Immolative Coumarin-Based Fluorescent Probe
  作者：Ewelina Zaorska、Marek Konop、Ryszard Ostaszewski、Dominik Koszelewski、Marcin Ufnal

  DOI：10.3390/molecules23092241

  日期：——

  techniques including colorimetric methods, electrochemical analysis and sulfide precipitation have been developed for H₂S detection. These methods provide sensitive detection, however, they are destructive for tissues and require tedious sequences of preparation steps for the analyzed samples. Here, we report synthesis of a new fluorescent probe for H₂S detection, 4-methyl-2-oxo-2H-chromen-7-yl 5-azidopentanoate

  大量证据表明，硫化氢是一种重要的生物介质，由内源性酶和微生物群产生。迄今为止，已开发出包括比色法，电化学分析和硫化物沉淀在内的几种技术来检测H 2S。这些方法提供了灵敏的检测，但是，它们对组织具有破坏性，并且需要繁琐的准备步骤来分析样品。在这里，我们报告了一种用于H 2 S检测的新型荧光探针的合成，即4-甲基-2-氧代2H-铬原子-7-基5-叠氮基戊酸酯（1）。1的设计基于两种检测H 2 S的策略的组合，即在H 2 S存在下将叠氮基还原为胺和分子内内酰胺化。最后，我们在获取标本后立即测量了健康的18⁻40岁志愿者中唾液中的H 2 S浓度。新开发的基于自焚香豆素的荧光探针（C15H15N₃O3）对生理pH值的磷酸钠缓冲液和唾液中的H 2 S检测均显示出高灵敏度。健康志愿者的唾液中H 2 S浓度在1.641⁻7.124μM的范围内。
• Screening methods for enzymes and enzyme kits
  申请人：DIVERSA CORPORATION

  公开号：EP1696025A2

  公开（公告）日：2006-08-30

  Recombinant enzyme libraries and kits where a plurality of enzymes are each characterized by different physical and/or chemical characteristics and classified by common characteristics. The characteristics are determined by screening of recombinant enzymes expressed by a DNA library produced from various microorganisms. Also disclosed is a process for identifying clones of a recombinant library which express a protein with a desired activity by screening a library of expression clones randomly produced from DNA of at least one microorganism, said screening being effected on expression products of said clones to thereby identify clones which express a protein with a desired activity. Also disclosed is a process of screening clones having DNA from an uncultivated microorganism for a specified protein activity by screening for a specified protein activity in a library of clones prepared by (i) recovering DNA from a DNA population derived from at least one uncultivated microorganism; and (ii) transforming a host with recovered DNA to produce a library of clones which is screened for the specified protein activity.

  重组酶库和试剂盒，其中多种酶各自具有不同的物理和/或化学特征，并按共同特征进行分类。这些特征是通过筛选由各种微生物产生的 DNA 文库表达的重组酶来确定的。还公开了一种通过筛选由至少一种微生物的 DNA 随机产生的表达克隆库来确定重组库中表达具有所需活性的蛋白质的克隆的方法，所述筛选是对所述克隆的表达产物进行的，从而确定表达具有所需活性的蛋白质的克隆。本发明还公开了一种筛选克隆的工艺，该克隆的 DNA 来自未培养的微生物，筛选方法是：(i) 从至少一种未培养的微生物的 DNA 群体中回收 DNA；(ii) 用回收的 DNA 转化宿主，产生克隆库，筛选克隆库中的指定蛋白质活性。
• METHOD TO READ BIOLOGICAL INDICATOR
  申请人：Ethicon, Inc.

  公开号：EP3366315A1

  公开（公告）日：2018-08-29

  A method for detecting biological activity in a biological indicator comprises the steps of providing a known quantity of spores containing a fixed number of copies of an enzyme and a liquid growth medium comprising substrates of the enzyme. The enzyme substrates have a first emission spectrum, and are configured to be converted by the enzyme to substrate derivatives having a second emission spectrum. The spores are exposed to the liquid growth medium, and the liquid growth medium is measured for the second emission spectrum, and either no change in the second emission spectrum or a linear increase in the second emission spectrum, is detected as a function of time.

  一种检测生物指示剂中生物活性的方法包括以下步骤：提供已知数量的孢子，其中含有固定拷贝数的酶和含有酶底物的液体生长培养基。酶底物具有第一发射光谱，并可被酶转化为具有第二发射光谱的底物衍生物。孢子暴露在液体生长介质中，测量液体生长介质的第二发射光谱，检测第二发射光谱随时间的变化是无变化还是线性增加。
• SYSTEMS AND METHODS FOR CONFIRMING ACTIVATION OF BIOLOGICAL INDICATORS
  申请人：Ethicon, Inc.

  公开号：EP3421056A1

  公开（公告）日：2019-01-02

  Biological indicators may be improperly activated. The disclosed subject matter is directed to methods of confirming that a biological indicator having an ampule containing a growth medium has been properly activated such that it may be assayed. The methods may include the steps of measuring a first fluorescence intensity of the biological indicator, heating the biological indicator; quenching the fluorescence intensity of the biological indicator from the first fluorescence intensity to a second fluorescence intensity, measuring the second fluorescence intensity; comparing the second fluorescence intensity and first fluorescence intensity to obtain a comparison value; and determining that the comparison value corresponds to a quenching metric of the liquid growth medium.

  生物指示剂可能会被不适当地激活。所公开的主题涉及确认生物指示剂的方法，该生物指示剂有一个含有生长培养基的安瓿，已被适当活化，可以对其进行检测。这些方法可包括以下步骤：测量生物指示剂的第一荧光强度，加热生物指示剂；将生物指示剂的荧光强度从第一荧光强度淬灭至第二荧光强度，测量第二荧光强度；比较第二荧光强度和第一荧光强度以获得比较值；以及确定比较值对应于液体生长介质的淬灭指标。