(+/-)-7-(3,4-dihydroxy-4-methylpentyloxy)-2H-1-benzopyran-2-one | 473999-61-0

• 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-(3,4-dihydroxy-4-methylpentyloxy)-2H-1-benzopyran-2-one
• 英文别名: 7-(3,4-Dihydroxy-4-methylpentoxy)chromen-2-one；7-(3,4-dihydroxy-4-methylpentoxy)chromen-2-one
• CAS: 473999-61-0
• 化学式: C₁₅H₁₈O₅
• 分子量: 278.305
• InChiKey: JRFUZKNKUJJTLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+/-)-7-(3,4-dihydroxy-4-methylpentyloxy)-2H-1-benzopyran-2-one 在 sodium periodate 、 bovine serum albumin 作用下， 以 phosphate buffer 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-羟基香豆素
  参考文献：
  名称：

  Enzyme Fingerprints of Activity, and Stereo- and Enantioselectivity from Fluorogenic and Chromogenic Substrate Arrays

  摘要：

  A series of stereochemically and structurally diverse fluorogenic and chromogenic substrates for hydrolytic enzymes has been synthesized and used to characterize enzyme activity profiles of esterases, lipases, proteases, peptidases, phosphatases, and epoxide hydrolases. The substrates used are particularly resilient to nonspecific reactions due to their mechanism of activation. The activities recorded with the individual substrates are therefore remarkably reproducible, and enable us to use the overall pattern of activity as a specific fingerprint for the enzyme sample. Fingerprints of activity, and enantio- and stereoselectivity are displayed as arrays of color-scale squares that are easily analyzed visually. Such fingerprints might be useful for quality control, enzyme discovery, and possibly for addressing the issue of functional convergence in enzymes.

  DOI：

  10.1002/1521-3765(20020715)8:14<3211::aid-chem3211>3.0.co;2-g
• 作为产物：
  描述：

  7-羟基香豆素 在 四氧化锇 、 potassium carbonate 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 23.0h， 生成 (+/-)-7-(3,4-dihydroxy-4-methylpentyloxy)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Enzyme Activity Fingerprinting with Substrate Cocktails

  摘要：

  In the postgenomic era, emphasis is shifting from protein identification to protein functional analysis. Enzyme function can be characterized by measuring activity across series of substrates, which generates an activity profile or fingerprint. Activity fingerprinting is particularly useful to differentiate closely related enzymes. Previously reported fingerprinting methods use series of parallel measurements, which are complex and difficult to reproduce. Here we report a new method for fingerprinting enzyme activities based on using mixtures of substrates, or substrate cocktails, in a single reaction that is then analyzed by HPLC. The fingerprints produced are highly reproducible and allow functional differentiation and classification of closely related enzymes, as demonstrated for a series of lipases and esterases. The method is practical, general, and flexible in terms of reaction conditions and can be adapted to any reaction type.

  DOI：

  10.1021/ja0478330

文献信息

• US7258972B2
  申请人：——

  公开号：US7258972B2

  公开（公告）日：2007-08-21
• Enzyme Activity Fingerprinting with Substrate Cocktails
  作者：Jean-Philippe Goddard、Jean-Louis Reymond

  DOI：10.1021/ja0478330

  日期：2004.9.1

  In the postgenomic era, emphasis is shifting from protein identification to protein functional analysis. Enzyme function can be characterized by measuring activity across series of substrates, which generates an activity profile or fingerprint. Activity fingerprinting is particularly useful to differentiate closely related enzymes. Previously reported fingerprinting methods use series of parallel measurements, which are complex and difficult to reproduce. Here we report a new method for fingerprinting enzyme activities based on using mixtures of substrates, or substrate cocktails, in a single reaction that is then analyzed by HPLC. The fingerprints produced are highly reproducible and allow functional differentiation and classification of closely related enzymes, as demonstrated for a series of lipases and esterases. The method is practical, general, and flexible in terms of reaction conditions and can be adapted to any reaction type.
• Enzyme Fingerprints of Activity, and Stereo- and Enantioselectivity from Fluorogenic and Chromogenic Substrate Arrays
  作者：Denis Wahler、Fabrizio Badalassi、Paolo Crotti、Jean-Louis Reymond

  DOI：10.1002/1521-3765(20020715)8:14<3211::aid-chem3211>3.0.co;2-g

  日期：2002.7.15

  A series of stereochemically and structurally diverse fluorogenic and chromogenic substrates for hydrolytic enzymes has been synthesized and used to characterize enzyme activity profiles of esterases, lipases, proteases, peptidases, phosphatases, and epoxide hydrolases. The substrates used are particularly resilient to nonspecific reactions due to their mechanism of activation. The activities recorded with the individual substrates are therefore remarkably reproducible, and enable us to use the overall pattern of activity as a specific fingerprint for the enzyme sample. Fingerprints of activity, and enantio- and stereoselectivity are displayed as arrays of color-scale squares that are easily analyzed visually. Such fingerprints might be useful for quality control, enzyme discovery, and possibly for addressing the issue of functional convergence in enzymes.