(S)-2-(6-methoxy-2-naphthyl)-1,2-epoxyethane

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-2-(6-methoxy-2-naphthyl)-1,2-epoxyethane
• 英文别名: (2S)-2-(6-methoxynaphthalen-2-yl)oxirane
• 化学式: C₁₃H₁₂O₂
• 分子量: 200.237
• InChiKey: NSWWSVZPTCPVIA-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-甲氧基-2-萘甲醛 在 原乙酸三甲酯 、 AD-mix-α 、 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 22.17h， 生成 (S)-2-(6-methoxy-2-naphthyl)-1,2-epoxyethane
  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

文献信息

• Method for releasing a product comprising chemical oxidation, method for detecting said product and uses thereof
  申请人：Proteus

  公开号：US20030199017A1

  公开（公告）日：2003-10-23

  This invention has as its object a method for releasing a product by subjecting a compound of Formula (II′): R′ 7 R′ 8 (HX)C 1 -C 2 (YH)R′ 9 R′ 10 to a chemical oxidation that cleaves the bond C 1 -C 2 to obtain the product. In the compound of Formula (II′): R′ 7 to R′ 10 , which are identical or different, correspond to a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted functional group; X and Y, which are identical or different, are an oxygen atom, a sulfur atom, or an amine of Formula -NR 11 R 12 , wherein R 11 is a hydrogen atom, an alkyl group, or a substituted or unsubstituted aryl group, and R 12 is not a hydrogen atom. The invention also has as its object a method for releasing a product that comprises, before the chemical oxidation stage, a first step for preparing the compound of Formula (II′). The released product can be a volatile molecule or an active substance or else a specific product. The invention also relates to a method for detecting the released product as well as its applications, in particular for detecting catalytic or enzymatic activities.

  本发明的目的是通过将式（II'）的化合物进行化学氧化裂解C1-C2键来释放产品。在式（II'）的化合物中，R'7到R'10表示氢原子，取代或未取代的烷基或取代或未取代的功能基团，其中R'7到R'10可以相同也可以不同；X和Y表示氧原子、硫原子或式-NR11R12的胺，其中R11表示氢原子、烷基或取代或未取代的芳基，而R12不是氢原子。本发明还涉及在化学氧化阶段之前，通过第一步制备式（II'）的化合物的方法来释放产品。释放的产品可以是挥发性分子、活性物质或特定产品。本发明还涉及一种检测释放产品的方法及其应用，特别是用于检测催化或酶活性。
• MÉTHODE DE LIBÉRATION D'UN PRODUIT COMPRENANT UNE OXYDATION CHIMIQUE, MÉTHODE DE DÉTECTION DUDIT PRODUIT ET LEURS APPLICATIONS
  申请人：Proteus

  公开号：EP1285086B1

  公开（公告）日：2013-07-03
• US8741593B2
  申请人：——

  公开号：US8741593B2

  公开（公告）日：2014-06-03
• 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.