3-(羟氨基)苯酚 | 10603-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 中文名称: 3-(羟氨基)苯酚
• 英文名称: m-hydroxyphenyl-hydroxylamine
• 英文别名: 3-(Hydroxyamino)phenol
• CAS: 10603-61-9
• 化学式: C₆H₇NO₂
• 分子量: 125.127
• InChiKey: NAKOPKHXTPVJIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(羟氨基)苯酚 在 Britton-Robbinson buffer 、 sodium dodecyl-sulfate 作用下， 以 乙醇 为溶剂， 生成 3-氨基苯酚
  参考文献：
  名称：

  Singh, M.; Chandra, K., Zeitschrift fur Physikalische Chemie (Leipzig), 1984, vol. 265, # 5, p. 977 - 989

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氨基苯酚 在 sodium perborate 作用下， 以 溶剂黄146 为溶剂， 生成 3-(羟氨基)苯酚
  参考文献：
  名称：

  Mechanism and reactivity in perborate oxidation of anilines in acetic acid

  摘要：

  在乙酸中，过硼酸盐而非过碳酸盐静置时会产生过乙酸，而过乙酸对苯胺的氧化反应迅速。使用新鲜配制的乙酸过硼酸盐溶液进行氧化反应平稳且具有二级反应特性，但特定的氧化速率随[过硼酸盐]0或[硼酸]浓度的增加而增加。过硼酸盐溶解时产生过氧化氢和硼酸盐；后者在氧化过程中辅助前者。在相同条件下，苯胺的氧化速率不符合任何线性自由能关系，但分子苯胺的反应速率却符合。过硼酸盐氧化通过两条反应路径进行，但分子苯胺的整体氧化速率符合结构-反应活性关系；过渡态的差异不大。对过硼酸盐和过碳酸盐氧化速率的分析显示，尽管过硼酸盐的氧化速率更快，但其选择性至少不亚于过碳酸盐。

  DOI：

  10.1039/b208199g

文献信息

• Rapid catalytic transfer reduction of aromatic nitro compounds to hydroxylamines
  作者：Ian D. Entwistle、Terry Gilkerson、Robert A.W. Johnstone、Robert P. Telford

  DOI：10.1016/s0040-4020(01)93607-5

  日期：1978.1

  A general method has been developed for the rapid, metal-catalysed transfer reduction of nitro compounds to N-substituted hydroxylamines.

  已经开发出一种通用的方法，用于将金属化合物快速，金属催化的转移还原为N-取代的羟胺。
• METHOD FOR MAKING 8-HYDROXYJULOLIDINE COMPOUND
  申请人：——

  公开号：US20020120142A1

  公开（公告）日：2002-08-29

  The present invention relates to 8-hydroxyjulolidine, its analogous compounds and their preparation methods. The invented method comprises one single step of cyclization reactions of 3-aminophenol or 1,3-dihydroxyaniline with 1,3-dihalopropane or its analogs, to prepare the desired julolidines with improved yields. The products of this invention have the following structures: 1 wherein R 1 and R 2 represent independently H, halogen, hydroxyl or alkyl. The method of this invention includes the following chemical reaction: 2 wherein X and Y represent independently halogen, acyloxyl, sulfonyloxyl or phosphoryloxyl and R 1 and R 2 are as defined above. This invention also discloses method for the preparation of various coumarins by additionally reacting the produced 8-hydroxyjulolidine and its analogs with appropriate reagents such as malonate and acetoacetate. This invention also discloses the products and intermediates prepared therefrom.

  本发明涉及8-羟基茱萸啉、其类似化合物及其制备方法。所述方法包括将3-氨基苯酚或1,3-二羟基苯胺与1,3-二卤代丙烷或其类似物进行环化反应的单一步骤，以提高所需茱萸啉的产率。本发明的产品具有以下结构：其中R1和R2独立地表示H、卤素、羟基或烷基。本发明的方法包括以下化学反应：其中X和Y独立地表示卤素、酰氧基、磺酰氧基或磷酸酯氧基，而R1和R2如上所定义。本发明还揭示了通过将所产生的8-羟基茱萸啉及其类似物与适当的试剂（如马隆酸酯和乙酰乙酸酯）进一步反应来制备各种香豆素的方法。本发明还揭示了由此制备的产品和中间体。
• 3-Hydroxylaminophenol Mutase from <i>Ralstonia eutropha</i> JMP134 Catalyzes a Bamberger Rearrangement
  作者：Andreas Schenzle、Hiltrud Lenke、Jim C. Spain、Hans-Joachim Knackmuss

  DOI：10.1128/jb.181.5.1444-1450.1999

  日期：1999.3

  3-Hydroxylaminophenol mutase from Ralstonia eutropha JMP134 is involved in the degradative pathway of 3-nitrophenol, in which it catalyzes the conversion of 3-hydroxylaminophenol to aminohydroquinone. To show that the reaction was really catalyzed by a single enzyme without the release of intermediates, the corresponding protein was purified to apparent homogeneity from an extract of cells grown on 3-nitrophenol as the nitrogen source and succinate as the carbon and energy source. 3-Hydroxylaminophenol mutase appears to be a relatively hydrophobic but soluble and colorless protein consisting of a single 62-kDa polypeptide. The pI was determined to be at pH 4.5. In a database search, the NH ₂ -terminal amino acid sequence of the undigested protein and of two internal sequences of 3-hydroxylaminophenol mutase were found to be most similar to those of glutamine synthetases from different species. Hydroxylaminobenzene, 4-hydroxylaminotoluene, and 2-chloro-5-hydroxylaminophenol, but not 4-hydroxylaminobenzoate, can also serve as substrates for the enzyme. The enzyme requires no oxygen or added cofactors for its reaction, which suggests an enzymatic mechanism analogous to the acid-catalyzed Bamberger rearrangement.

  摘要 3-Hydroxylaminophenol mutase from Ralstonia eutropha 的 3-羟基氨基苯酚变构酶 JMP134 参与了 3-硝基苯酚的降解途径，在该途径中，它催化 3-羟基氨基苯酚向氨基氢醌的转化。为了证明该反应确实是由一种酶催化的，没有中间产物释放，从以 3-硝基苯酚为氮源、琥珀酸为碳源和能量源的细胞提取物中纯化出了相应的蛋白质，使其达到明显的均一性。3-羟基氨基苯酚突变酶似乎是一种相对疏水但可溶的无色蛋白质，由单个 62 kDa 的多肽组成。pI 值被确定为 pH 值 4.5。在数据库搜索中，NH 2 -末端氨基酸序列与不同物种的谷氨酰胺合成酶最为相似。羟基氨基苯、4-羟基氨基甲苯和 2-氯-5-羟基氨基苯酚也可以作为该酶的底物，但 4-羟基氨基苯甲酸酯不能。该酶的反应不需要氧气或添加辅助因子，这表明酶的作用机制类似于酸催化的班伯格重排。
• METHOD OF DECOMPOSING UNSATURATED CARBOXYLIC ACID COPOLYMER
  申请人：IDEMITSU PETROCHEMICAL CO., LTD.

  公开号：EP1382671A1

  公开（公告）日：2004-01-21

  A method of decomposing an unsaturated carboxylic acid copolymer which comprises bonding to a molecular chain thereof a functional group having the property.of generating a free radical and then bringing a white-rot fungus or an enzyme excreted from a white-rot fungus into contact with the unsaturated carboxylic acid copolymer. The method enables an unsaturated carboxylic acid copolymer to be decomposed without adversely influencing the natural environment.

  一种分解不饱和羧酸共聚物的方法，包括在其分子链上接合一个具有产生自由基特性的官能团，然后让白腐真菌或从白腐真菌中排出的酶与不饱和羧酸共聚物接触。这种方法可以分解不饱和羧酸共聚物，而不会对自然环境产生不利影响。
• 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。