(+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol | 473999-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol
• 英文别名: 1-(6-Methoxynaphthalen-2-yl)ethane-1,2-diol
• CAS: 473999-53-0
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: MPVFFXQMFYMHJJ-UHFFFAOYSA-N

物化性质

• 熔点：
  154-155 °C
• 沸点：
  435.9±30.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 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：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol 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 6-甲氧基-2-萘甲醛
  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：

  6-甲氧基-2-萘甲醛 在 四氧化锇 、 正丁基锂 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 、 叔丁醇 为溶剂， 反应 21.5h， 生成 (+/-)-2-(6-methoxy-2-naphthyl)-1,2-ethanediol
  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

• A Well-Defined Osmium–Cupin Complex: Hyperstable Artificial Osmium Peroxygenase
  作者：Nobutaka Fujieda、Takumi Nakano、Yuki Taniguchi、Haruna Ichihashi、Hideki Sugimoto、Yuma Morimoto、Yosuke Nishikawa、Genji Kurisu、Shinobu Itoh

  DOI：10.1021/jacs.7b00675

  日期：2017.4.12

  catalyze cis-dihydroxylation of several alkenes efficiently. With the low catalyst loading (0.01% mol), up to 9100 turnover number was achieved for the dihydroxylation of 2-methoxy-6-vinyl-naphthalene (50 mM) using an equivalent of H2O2 as oxidant at 70 °C for 12 h. When octene isomers were dihydroxylated in a preparative scale for 5 h (2% mol cat.), the terminal alkene octene isomers was converted to the

  来自海栖热袍菌的热稳定 TM1459 铜蛋白超家族蛋白通过采用金属结合混杂的金属取代策略被重新用作锇 (Os) 过氧化酶。这种新型人工金属酶带有由 4-组氨酸基序支持的与价结合的 Os 离子。明确定义的 Os 中心不仅负责催化活性，还负责蛋白质折叠的热力学稳定性，从而产生强大的生物催化剂（TM ≈ 120 °C）。Os 结合的 TM1459 的光谱分析和原子分辨率 X 射线晶体结构揭示了 Os 中心的两种类型的供体组，具有八面体配位几何。一种包括反式二氧化物、OH 和三聚体-三组氨酸咪唑（O3N3 供体组），而另一种具有四个组氨酸咪唑加上顺式位置的 OH 和水分子（O2N4 供体组）。具有后一种供体组（O2N4 供体组）的 Os 结合 TM1459 被评估为过氧化酶，它能够有效地催化几种烯烃的顺式二羟基化。在低催化剂负载量 (0.01% mol) 下，使用等量的 H2O2 作为氧化剂在 70°C
• “Snorkelling” <i>vs.</i> “diving” in mixed micelles probed by means of a molecular bathymeter
  作者：Gemma M. Rodriguez-Muñiz、Miguel Gomez-Mendoza、Edurne Nuin、Inmaculada Andreu、M. Luisa Marin、Miguel A. Miranda

  DOI：10.1039/c7ob02595e

  日期：——

  A molecular bathymeter based on a carboxylic acid linked to a signalling fluorophore proves “snorkelling” vs. “diving” in mixed micelles.

  一种基于与信号荧光物质连接的羧酸的分子测深仪，在混合胶束中证明了“浮潜”与“潜水”的区别。
• 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。
• Electrochemical ring-opening carboxylation of cyclic carbonate with carbon dioxide
  作者：Li Tao、He Wang、Xiao-Fei Liu、Wei-Min Ren、Xiao-Bing Lu、Wen-Zhen Zhang

  DOI：10.1039/d4cc01695e

  日期：——

  ring-opening carboxylation of styrene carbonates with CO2 to achieve dicarboxylic acids and/or β-hydroxy acids has been developed via the selective cleavage of the C(sp3)–O bond in cyclic carbonates. The product selectivity is probably determined by the stability and reactivity of the key benzylic radical and carbanion intermediate.

  通过选择性裂解环状碳酸酯中的 C(sp 3 )–O 键，开发了苯乙烯碳酸酯与 CO 2的电还原开环羧化以获得二羧酸和/或β-羟基酸。产物选择性可能由关键的苄基和碳负离子中间体的稳定性和反应性决定。
• 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