丁酸对硝基苯 | 2635-84-9

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 丁酸对硝基苯
• 中文别名: 4-硝基苯丁酸酯；丁酸对硝基苯酯；4-硝基苯基丁酸酯
• 英文名称: 4-Nitrophenyl butyrate
• 英文别名: p-NPB；p-nitrophenyl butyrate；para-nitrophenyl butyrate；p-nitrophenyl butanoate；p-nitrophenol butyrate；pNP butyrate；(4-nitrophenyl) butanoate
• CAS: 2635-84-9
• 化学式: C₁₀H₁₁NO₄
• mdl: MFCD00047734
• 分子量: 209.202
• InChiKey: DVDUMIQZEUTAGK-UHFFFAOYSA-N

物化性质

• 沸点：
  184-185 °C
• 密度：
  1.19 g/mL at 20 °C(lit.)
• 溶解度：
  氯仿：0.1 g/mL，澄清，淡黄色
• 保留指数：
  1619
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S36/37
• 危险品运输编号：
  NONH for all modes of transport
• 危险品标志：
  Xi
• 危险类别码：
  R43
• 危险性防范说明：
  P261,P280
• 危险性描述：
  H317
• 储存条件：
  密封于2-8℃阴凉干燥处保存。

制备方法与用途

丁酸4-硝基苯基酯是一种生物化学试剂，可用作生物材料或有机化合物，在生命科学研究中具有重要作用。

反应信息

• 作为反应物：
  描述：

  丁酸对硝基苯 在 水 作用下， 以 aq. phosphate buffer 为溶剂， 反应 0.17h， 生成 丁酸
  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 、 Bacillus subtilis 168 SrfAD esterase 、 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 丁酸对硝基苯
  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
• 作为试剂：
  描述：

  丁酸对硝基苯 、 sodium taurocholate 、 钠 在 丁酸对硝基苯 、 N-[2-(Dimethylamino)ethyl]-2-(2-ethylbutoxy)-N-methyl-2,2-diphenylacetamide--hydrogen chloride (1/1) 、 3-吗啉丙磺酸 作用下， 生成 胆固醇
  参考文献：
  名称：

  Thieno-(1,3)-oxazin-4-ones with lipase inhibiting activity

  摘要：

  使用式(I)所表示的化合物，或其盐、酯、酰胺或前药，在治疗肥胖及相关疾病方面的应用。该发明还涉及式(I)中的新化合物，制备它们的方法以及含有它们的药物组合物。在式(I)中：A是可选取代的噻吩基团，Y是O、S或NR2，R1是支链或非支链烷基（可由一个或多个氧原子中断）、烯基、炔基、环烷基、环烯基、芳基、芳基烷基、还原芳基烷基、芳基烯基、杂芳基、杂芳基烷基、杂芳基烯基、还原芳基、还原杂芳基、还原杂芳基烷基或上述任何基团的取代衍生物，R2是氢或与R1定义相同的基团。

  公开号：

  US07407954B2

文献信息

• Compounds and uses thereof for decreasing activity of hormone-sensitive lipase
  申请人：——

  公开号：US20030166644A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制激素敏感性脂肪酶，包括这些化合物的药物组合物，使用这些化合物和组合物的治疗方法，以及新化合物。目前的化合物是激素敏感性脂肪酶的抑制剂，可能在治疗和/或预防需要降低激素敏感性脂肪酶活性的医学疾病中有用。
• Conjugate reduction of α,β-unsaturated esters and amides with tributyltin hydride in the presence of magnesium bromide diethyl etherate
  作者：Satomi Hirasawa、Yoshie Tajima、Yoko Kameda、Hajime Nagano

  DOI：10.1016/j.tet.2007.08.059

  日期：2007.11

  We report herein that the conjugate reduction of α,β-unsaturated esters and amides, such as aryl acrylates, pantolactone esters of acrylic acids, diethyl itaconate and N-crotonylcamphorsultam, with tributyltin hydride proceeded in moderate to high yields in the presence of magnesium bromide diethyl etherate. The effect of metal halide enhancing the yields is also described.

  我们在此报告，在溴化镁存在下，α-β-不饱和酯和酰胺（如丙烯酸芳基酯，丙烯酸的泛内酯，丙烯酸衣康酸酯和N-巴豆基樟脑樟脑）与氢化三丁基锡的共轭还原反应以中等至高收率进行二乙醚。还描述了金属卤化物提高产率的作用。
• Isothiourea-catalysed transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters
  作者：Jiufeng Wu、Claire M. Young、Andrew D. Smith

  DOI：10.1016/j.tet.2020.131758

  日期：2021.1

  transfer hydrogenation of α,β-unsaturated para-nitrophenyl esters using Hantzsch ester has been developed. Good to excellent yields are observed using α,β-unsaturated aryl esters bearing electron-withdrawing β-substituents. The aryl ester products can either be isolated directly in moderate to excellent yields (7 examples, 16–98%) or converted to the corresponding methyl esters (2 examples, 68–70% yield)

  已开发出使用Hantzsch酯的异硫脲催化的α，β-不饱和对硝基苯酯转移氢化的方案。使用带有吸电子β-取代基的α，β-不饱和芳基酯，观察到良好至优异的产率。可以直接分离出芳基酯产物，以中等至优异的收率（7例，产率为16–98％）或转化为相应的甲酯（2例，产率为68–70％）或苄基酰胺（2例，44-88）。氢化酯与适当的亲核试剂进行原位反应后得到 初步实验表明，当使用手性异硫脲催化剂时，适度的对映体诱导（76:24 er）是可能的。
• Interrogation of the Substrate Profile and Catalytic Properties of the Phosphotriesterase from <i>Sphingobium</i> sp. Strain TCM1: An Enzyme Capable of Hydrolyzing Organophosphate Flame Retardants and Plasticizers
  作者：Dao Feng Xiang、Andrew N. Bigley、Zhongjie Ren、Haoran Xue、Kenneth G. Hull、Daniel Romo、Frank M. Raushel

  DOI：10.1021/acs.biochem.5b01144

  日期：2015.12.29

  The most familiar organophosphorus compounds are the neurotoxic insecticides and nerve agents. A related group of organophosphorus compounds, the phosphotriester plasticizers and flame retardants, has recently become widely used. Unlike the neurotoxic phosphotriesters, the plasticizers and flame retardants lack an easily hydrolyzable bond. While the hydrolysis of the neurotoxic organophosphates by phosphotriesterase enzymes is well-known, the lack of a labile bond in the flame retardants and plasticizers renders them inert to typical phosphotriesterases. A phosphotriesterase from Sphingobium sp. strain TCM1 (Sb-PTE) has recently been reported to catalyze the hydrolysis of organophosphorus flame retardants. This enzyme has now been expressed in Escherichia coli, and the activity with a wide variety of organophosphorus substrates has been characterized and compared to the activity of the well-known phosphotriesterase from Pseudomonas diminuta (Pd-PTE). Structure prediction suggests that Sb-PTE has a β-propeller fold, and homology modeling has identified a potential mononuclear manganese binding site. Sb-PTE exhibits catalytic activity against typical phosphotriesterase substrates such as paraoxon, but unlike Pd-PTE, Sb-PTE is also able to effectively hydrolyze flame retardants, plasticizers, and industrial solvents. Sb-PTE can hydrolyze both phosphorus–oxygen bonds and phosphorus–sulfur bonds, but not phosphorus–nitrogen bonds. The best substrate for Sb-PTE is the flame retardant triphenyl phosphate with a kcat/Km of 1.7 × 106 M–1 s–1. Quite remarkably, Sb-PTE is also able to hydrolyze phosphotriesters with simple alcohol leaving groups such as tributyl phosphate (kcat/Km = 40 M–1 s–1), suggesting that this enzyme could be useful for the bioremediation of a wide variety of organophosphorus compounds.

  最常见的有机磷化合物是神经毒性杀虫剂和神经毒剂。与其相关的一组有机磷化合物，即磷酰三酯增塑剂和阻燃剂，近来已被广泛使用。与神经毒性磷酰三酯不同，增塑剂和阻燃剂缺乏易于水解的键。尽管磷酰三酯酶对神经毒性有机磷酸盐的水解已为人所熟知，但阻燃剂和增塑剂中缺乏活性键使得它们对典型的磷酰三酯酶不起反应。近期有报道称，来自淡紫拟青霉菌株TCM1（Sb-PTE）的一种磷酰三酯酶能够催化有机磷阻燃剂的水解。这种酶现已在大肠杆菌中表达，其对多种有机磷底物的活性已被鉴定并与其从矮小假单胞菌（Pd-PTE）中提取的活性进行了比较。结构预测表明，Sb-PTE具有β-螺旋桨折叠结构，同源建模揭示了一个潜在的单核锰结合位点。Sb-PTE表现出对如对氧磷等典型磷酰三酯酶底物的催化活性，但与Pd-PTE不同，Sb-PTE还能有效水解阻燃剂、增塑剂和工业溶剂。Sb-PTE能够水解磷氧键和磷硫键，但不是磷氮键。Sb-PTE的最佳底物是阻燃剂三苯基磷酸酯，其kcat/Km值为1.7 × 106 M–1 s–1。非常值得注意的是，Sb-PTE还能够水解具有简单醇离去基团的磷酰三酯，如三丁基磷酸酯（kcat/Km = 40 M–1 s–1），这表明该酶在广泛的有机磷化合物生物修复方面可能非常有用。
• SELF-POWERED ENZYME MICROPUMPS
  申请人：THE PENN STATE RESEARCH FOUNDATION

  公开号：US20170065728A1

  公开（公告）日：2017-03-09

  Drug delivery devices, sensors, and micropumps provided herein can utilize a reaction of an analyte triggered by an enzyme to drive fluid flow. In some cases, a drug delivery device can include a reservoir including a drug (e.g., insulin) and have an enzyme (e.g., glucose oxidase) positioned adjacent to said reservoir. The enzyme can catalyze a reaction of said analyte to drive a fluid flow adjacent to said reservoir to increase a release of the drug from said reservoir. A sensor for an analyte can include an enzyme bound to a surface and a flow meter to detect a flow of fluids adjacent to said surface. A self-powered enzyme micropump provided herein can provide precise control over flow rate in response to specific signals.

  药物输送装置、传感器和微泵可以利用酶触发的分析物反应来驱动流体流动。在某些情况下，药物输送装置可以包括一个包含药物（例如胰岛素）的储液槽，并且在该储液槽旁边放置一个酶（例如葡萄糖氧化酶）。该酶可以催化所述分析物的反应，以驱动靠近所述储液槽的流体流动，从而增加从所述储液槽释放药物。用于分析物的传感器可以包括与表面结合的酶和流量计，以检测靠近所述表面的流体流动。本文提供的自供电酶微泵可以根据特定信号实现对流速的精确控制。