5-氯-3-甲基儿茶酚 | 31934-88-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 5-氯-3-甲基儿茶酚
• 英文名称: 5-chloro-1,2-dihydroxy-3-methylbenzene
• 英文别名: 5-Chloro-3-methylcatechol；5-Chlor-3-methylcatechol；3-Methyl-5-chlor-brenzcatechin；5-chloro-3-methyl-1,2-benzenediol；5-Chlor-3-methyl-brenzcatechin；5-chloro-3-methyl-pyrocatechol；6-methyl-4-chloro-catechol；5-Chlor-2.3-dioxy-toluol；5-chloro-3-methylbenzene-1,2-diol
• CAS: 31934-88-0
• 化学式: C₇H₇ClO₂
• 分子量: 158.584
• InChiKey: DEMKYMVOIBWYAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-氯-3-甲基儿茶酚 在 potassium phosphate 作用下， 以 水 为溶剂， 反应 4.0h， 生成 2-Methyl-4-carboxymethylenbut-2-en-4-olide
  参考文献：
  名称：

  Degradation of 4-chloro-2-methylphenol by an activated sludge isolate and its taxonomic description

  摘要：

  The Gram-negative strain S1, isolated from activated sludge, metabolized 4-chloro-2-methylphenol by an inducible pathway via a modified ortho-cleavage route as indicated by a transiently secreted intermediate, identified as 2-methyl-4-carboxymethylenebut-2-en-4-olide by gas chromatography/mass spectrometry. Beside 4-chloro-2-methylphenol only 2,4-dichlorophenol and 4-chlorophenol were totally degraded, without an accumulation of intermediates. The chlorinated phenols tested induced activities of 2,4-dichlorophenol hydroxylase and catechol 1,2-dioxygenase type II. Phenol itself appeared to be degraded more efficiently via a separate, inducible ortho-cleavage pathway. The strain was characterized with respect to its physiological and chemotaxonomic properties. The fatty acid profile, the presence of spermidine as main polyamine, and of ubiquinone Q-10 allowed the allocation of the strain into the alpha-2 subclass of the Proteobacteria. Ochrobactrum anthropi was indicated by fatty acid analysis as the most similar organism, however, differences in a number of physiological features (e.g. absence of nitrate reduction) and pattern of soluble proteins distinguished strain S1 from this species.

  DOI：

  10.1007/bf00695339
• 作为产物：
  描述：

  4,6-二氯甲酚 在 硝酸 、 tin(ll) chloride 、 1,1,2,2-四氯乙烷 作用下， 生成 5-氯-3-甲基儿茶酚
  参考文献：
  名称：

  Zincke, Justus Liebigs Annalen der Chemie, 1918, vol. 417, p. 231

  摘要：

  DOI：

文献信息

• 13C and17O NMR study of methoxy groups in chlorinated Di- and trimethoxybenzenes
  作者：J. Knuutinen、E. Kolehmainen

  DOI：10.1002/mrc.1260280407

  日期：1990.4

  and 1,4‐dimethoxybenzenes, 1,2,3‐trimethoxybenzenes and most of their chlorinated derivatives and some related brominated compounds were measured for CDCl3 solutions. The 17O NMR chemical shifts show up to 60 ppm dispersion. Comparison between the compounds with and without adjacent chlorine atoms (2,6‐di‐ and 2,4,6‐tri‐substitution) also showed a clear methoxy carbon chemical shift change. The number

  异构体 1,2-、1,3- 和 1,4-二甲氧基苯、1,2,3-三甲氧基苯及其大部分氯化衍生物中甲氧基的 13C 和 17O NMR 数据 [化学位移和 1J(CH) 值]并对CDCl3 溶液中的一些相关溴化化合物进行了测量。17O NMR 化学位移显示高达 60 ppm 的分散。具有和不具有相邻氯原子（2,6-二取代和 2,4,6-三取代）的化合物之间的比较也显示出明显的甲氧基碳化学位移变化。如果甲氧基与芳香平面共面，则芳香环中氯原子的数量和位置对甲氧基的 17O NMR 化学位移产生很小但可观察到的影响。类似地，替代的程度和性质对 1J(CH) 直接耦合值的影响很小（约 1 Hz）。
• Probe compound for detecting and isolating enzymes and means and methods using the same
  申请人：Helmholtz-Zentrum für Infektionsforschung GmbH

  公开号：EP2230312A1

  公开（公告）日：2010-09-22

  The present invention relates to a probe compound that can comprise any substrate or metabolite of an enzymatic reaction in addition to an indicator component, such as, for example, a fluorescence dye, or the like. Moreover, the present invention relates to means for detecting enzymes in form of an array, which comprises any number of probe compounds of the invention which each comprise a different metabolite of interconnected metabolites representing the central pathways in all forms of life. Moreover, the present invention relates to a method for detecting enzymes involving the application of cell extracts or the like to the array of the invention which leads to reproducible enzymatic reactions with the substrates. These specific enzymatic reactions trigger the indicator (e.g. a fluorescence signal) and bind the enzymes to the respective cognate substrates. Moreover, the invention relates to means for isolating enzymes in form of nanoparticles coated with the probe compound of the invention. The immobilisation of the cognate substrates or metabolites on the surface of nanoparticles by means of the probe compounds allows capturing and isolating the respective enzyme, e.g. for subsequent sequencing.

  本发明涉及一种探针化合物，它可以包括酶反应的任何底物或代谢物，此外还包括指示成分，例如荧光染料或类似物。此外，本发明还涉及以阵列形式检测酶的方法，该阵列由任意数量的本发明探针化合物组成，每种探针化合物由代表所有生命形式中中心途径的相互关联的代谢物中的不同代谢物组成。此外，本发明还涉及一种检测酶的方法，该方法涉及将细胞提取物或类似物应用于本发明的阵列，从而导致与底物发生可重复的酶反应。这些特定的酶反应会触发指示剂（如荧光信号），并将酶与各自的同源底物结合。此外，本发明还涉及以涂覆有本发明探针化合物的纳米颗粒形式分离酶的方法。通过探针化合物将同源底物或代谢物固定在纳米颗粒表面，可以捕获和分离相应的酶，例如用于后续测序。
• Layer-by-Layer coated tyrosinase: An efficient and selective synthesis of catechols
  作者：Melissa Guazzaroni、Claudia Crestini、Raffaele Saladino

  DOI：10.1016/j.bmc.2011.11.018

  日期：2012.1

  Agaricus bisporous tyrosinase was immobilized on commercial available epoxy-resin Eupergit (R) C250L and then coated by the Layer-by-Layer method (LbL). The two novel heterogeneous biocatalysts were characterized for their morphology, pH and storage stability, kinetic properties (K-m, V-max, V-max/K-m) and reusability. These biocatalysts were used for the efficient and selective synthesis of bioactive catechols under mild and environmental friendly experimental conditions. Ascorbic acid was added in the reaction medium to inhibit the formation of ortho-quinones, thus avoiding the known enzyme suicide inactivation process. Catechols were obtained mostly in quantitative yields and conversion of substrate. Tyrosinase immobilized on Eupergit (R) C250L and coated by the LbL method showed better catalytic activities, higher pH and storage stability, and reusability with respect to immobilized uncoated tyrosinase. Since chemical procedures to synthesize catechols are often expensive and with high environmental impact, the use of immobilized tyrosinase represents an efficient alternative for the preparation of this family of bioactive compounds. (C) 2011 Elsevier Ltd. All rights reserved.
• PAASIVIRTA, JAAKKO;SATTAR, MOHAMMED, A.;LAHTIPERAE, MIRJA;PAUKKU, RAIJA, CHEMOSPHERE, 1983, 12, N 9-10, 1277-1289
  作者：PAASIVIRTA, JAAKKO、SATTAR, MOHAMMED, A.、LAHTIPERAE, MIRJA、PAUKKU, RAIJA

  DOI：——

  日期：——
• US5516790A
  申请人：——

  公开号：US5516790A

  公开（公告）日：1996-05-14