对己酸对硝基苯酯 | 956-75-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 对己酸对硝基苯酯
• 中文别名: 己酸4-硝基苯酯；4-硝基苯基己酸酯；己酸-4-硝基苯酯
• 英文名称: p-nitrophenyl hexanoate
• 英文别名: 4-nitrophenyl hexanoate；p-nitrophenyl caproate；pNPH；(4-nitrophenyl) hexanoate
• CAS: 956-75-2
• 化学式: C₁₂H₁₅NO₄
• 分子量: 237.255
• InChiKey: OLRXUEYZKCCEKK-UHFFFAOYSA-N

物化性质

• 沸点：
  145 °C / 1mmHg
• 密度：
  1,14 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 海关编码：
  2915900090
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  对己酸对硝基苯酯 在 水 作用下， 以 aq. phosphate buffer 为溶剂， 生成 己酸
  参考文献：
  名称：

  底物疏水性和酶改性剂在嗜热单胞菌脂肪酶活性中起主要作用

  摘要：

  产自嗜热霉菌（TL）的脂肪酶对长链底物（例如甘油三油精和其他长链三酰基甘油）具有高亲和力。为了拓宽底物链长特异性，通过赖氨酸偶联将不同的醛（萘醛，丁醛，己醛和十二烷基醛）和萘基异硫氰酸酯接枝到脂肪酶TL上。通过与脂肪链大小不同的底物（对硝基苯甲酸苯酯，乙酸对硝基苯酯，对硝基苯丁酸丁酯，对硝基苯己酸丁酯，对硝基苯辛酸酯，对硝基苯基月桂酸酯和对硝基苯基棕榈酸酯）。用醛修饰的酶显示出比用异硫氰酸酯修饰的酶更高的活性。用4个十二烷基链（TL5）接枝的脂肪酶TL取得了最显着的结果，它显示了针对所有被测底物的最高活性，对于较小的底物（乙酸和丁酸链），其活性是天然酶的10倍。 ）和2倍的底物（月桂酸酯和棕榈酸酯链）。评估动力学参数（V max，K M和k cat / K M）还证实了与天然酶相比，TL5的显着催化性能。修饰的脂肪酶揭示的活性增加与接头脂族链的大小和疏水性成正比。分子动力学模拟，圆二色性和

  DOI：

  10.1039/d0cy00912a
• 作为产物：
  描述：

  4-硝基苯基乙酸酯 在 4-二甲氨基吡啶 、 Candida antarctica lipase B 、 N,N'-二环己基碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 反应 16.1h， 生成 对己酸对硝基苯酯
  参考文献：
  名称：

  Fingerprint lipolytic enzymes with chromogenic p-nitrophenyl esters of structurally diverse carboxylic acids

  摘要：

  A series of structurally diverse chromogenic esters, including a new compound (4-nitrophenyl 2-methylpentanoate), has been synthesized, constituting an array of 17 substrates which could be applied to rapidly fingerprint the activity of lipases or esterases to reveal their substrates specificity and functional characteristics. Combined with genetic technology such as "data mining" and directed evolution, such fingerprints might be a promising platform for discovery of potentially useful enzymes in industrial application. The fingerprint of commercially available Lipase-B from Candida antarctica as a model enzyme was first measured to confirm the reliability of this method. Then three new enzymes mined from genomic libraries were successfully fingerprinted, revealing the functional characteristics of those enzymes. Among them, the enzyme SrfAD was founded with specific substrate preference towards cycloalkyl carboxylic esters and aromatic esters, making it more promising in synthetic utilities than other tested enzymes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.07.010

文献信息

• Recyclable Hypervalent Iodine(III) Reagent Iodosodilactone as an Efficient Coupling Reagent for Direct Esterification, Amidation, and Peptide Coupling
  作者：Jun Tian、Wen-Chao Gao、Dong-Mei Zhou、Chi Zhang

  DOI：10.1021/ol301085v

  日期：2012.6.15

  hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid

  高价碘（III）试剂在促进羧酸与醇或胺之间的直接缩合以提供酯，大环内酯，酰胺以及未经消旋化作用的肽方面起着新颖的作用，可促进羧酸与醇或胺之间的直接缩合。碘代二内酯（1）的再生也可以容易地实现。据认为，来自羧酸活化的中间体酰氧基phosph离子C参与了本酯化反应。
• Molecularly imprinted artificial esterases with highly specific active sites and precisely installed catalytic groups
  作者：Lan Hu、Yan Zhao

  DOI：10.1039/c8ob01584h

  日期：——

  A difficult challenge in synthetic enzymes is the creation of substrate-selective active sites with accurately positioned catalytic groups.

  在合成酶中一个困难的挑战是创建具有准确定位催化基团的底物选择性活性位点。
• Perhydrolase
  申请人：Amin Neelam S.

  公开号：US20080145353A1

  公开（公告）日：2008-06-19

  The present invention provides methods and compositions comprising at least one perhydrolase enzyme for cleaning and other applications. In some particularly preferred embodiments, the present invention provides methods and compositions for generation of peracids. The present invention finds particular use in applications involving cleaning, bleaching and disinfecting.

  本发明提供了一种包括至少一种过氧化酶酶的方法和组合物，用于清洁和其他应用。在一些特别优选实施例中，本发明提供了用于生成过氧酸的方法和组合物。本发明在涉及清洁、漂白和消毒的应用中具有特殊用途。
• A calixresorcinarene provides the framework for an artificial esterase
  作者：Necmettin Pirrincioglu、Flora Zaman、Andrew Williams

  DOI：10.1039/p29960002561

  日期：——

  An octa(dimethylaminopropyl)calixresorcin[4]arene (1c) is a primitive artificial esterase for 4-nitrophenyl esters.

  八（二甲氨基丙基）杯[4]间苯二酚芳烃（1c）是一种针对4-硝基苯酯的原始人工酯酶。
• Quaternary Pyridinium Ketoximes - New Efficient Micellar Hydrolytic Catalysts
  作者：Radek Cibulka、František Hampl、Hana Kotoučová、Jiří Mazáč、František Liška

  DOI：10.1135/cccc20000227

  日期：——

  A series of quaternized alkyl pyridyl ketoximes was synthesized and tested as micellar hydrolytic catalysts. 2- And 4-[1-(hydroxyimino)tridecyl]-1-methylpyridinium bromides were surprisingly efficient, most probably due to the location of their nucleophilic hydroxyimino group below the micellar surface. Absorbance of the reaction mixture vs time plots exhibited remarkable positive deviation from the first-order kinetics when hydrolysis of 4-nitrophenyl phosphates was catalyzed by 1-dodecyl-3-[1-(hydroxyimino)ethyl]- or 3-[1-(hydroxyimino)tridecyl]-1-methylpyridinium bromide.

  一系列季铵化烷基吡啶酮肟化合物被合成并作为胶束水解催化剂进行测试。2-和4-[1-(羟基亚胺)十三烷基]-1-甲基吡啶溴化物表现出出乎意料的高效，很可能是因为它们的亲核羟基亚胺基团位于胶束表面以下。当1-十二烷基-3-[1-(羟基亚胺)乙基]-或3-[1-(羟基亚胺)十三烷基]-1-甲基吡啶溴化物催化4-硝基苯磷酸酯水解时，反应混合物的吸光度与时间的关系图表现出与一阶动力学明显不同的正偏离。

表征谱图