p-coumaric acid anhydride | 171781-66-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: p-coumaric acid anhydride
• 英文别名: p-coumaric anhydride；[(E)-3-(4-hydroxyphenyl)prop-2-enoyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• CAS: 171781-66-1
• 化学式: C₁₈H₁₄O₅
• 分子量: 310.306
• InChiKey: JGCMSOOQIZVVQW-YDWXAUTNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  p-coumaric acid anhydride 、 sodium thiomethoxide 以 N,N-二甲基甲酰胺 为溶剂， 以235 mg的产率得到4-coumaric acid methyl thio ester
  参考文献：
  名称：

  Photo-isomerization upshifts the pKa of the Photoactive Yellow Protein chromophore to contribute to photocycle propagation

  摘要：

  The influence of chromophore structure on the protonation constant of the Photoactive Yellow Protein chromophore is explored with isolated para-coumaric acid (pCA) and thiomethyl-para-coumaric acid model chromophores in solution. pH titration coupled with visible absorption spectra of the trans and photogenerated cis conformer of isolated pCA demonstrates that the isomerization of the chromophore increases the pK(a) of the phenolate group by 0.6 units (to 10.1 +/- 0.22). Formation of the pCA thioester reduces the pK(a) of the phenolic group by 0.3 units (from 9.5 +/- 0.15 to 9.2 +/- 0.16). Unfortunately, a macroscopic cis-TMpCA population was not achieved via photoexcitation. Both trends were explained with electronic structure calculations including a Natural Bond Orbital analysis that resolves that the pK(a) upshift for the cis configuration is attributed to increased Columbic repulsion between the coumaryl tail and the phenolate moieties. This structurally induced pK(a) upshift after isomerization is argued to aid in the protonation of the chromophore within the PYP protein environment and the subsequent propagation of the photocycle response and in vivo photo-activity. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.06.019
• 作为产物：
  描述：

  4-香豆酸 在 N,N'-二异丙基碳二亚胺 作用下， 以 二甲基亚砜 为溶剂， 生成 p-coumaric acid anhydride
  参考文献：
  名称：

  Javamide-IO-甲酯增加p53的乙酰化程度，并通过激活单核THP-1细胞中的caspase 3/7诱导细胞死亡。

  摘要：

  背景技术Javamide-I和-II是在Coffea sp。中发现的酚酰胺化合物。先前的研究表明，javamide-II可能是具有Sirt1 / 2抑制活性的有效化合物。目的然而，尚未研究javamide-I及其O-甲基酯对Sirt抑制，p53乙酰化和细胞死亡的影响。方法NMR证实了Javamide-I及其邻甲基酯类似物的分离与合成。使用sirt分析，计算机模拟分析，Western印迹，caspase 3/7和凋亡分析方法检查了它们对Sirt1 / 2/3，p53乙酰化和细胞死亡的潜在影响。结果Javamide-I及其O-甲酯显示出相似的抑制模式。Sirt1（IC50为19µM）优于Sirt2（IC50为104µM）和Sirt3（IC50为160µM）。然而，发现javamide-I及其O-甲基酯比Sirt2更好地抑制Sirt1，这不同于javamide-II能够比Sirt1更强地抑制Si

  DOI：

  10.1016/j.phymed.2016.10.004

文献信息

• CHROMOGENIC PEROXIDASE SUBSTRATES
  申请人：Dako Denmark A/S

  公开号：US20170175178A1

  公开（公告）日：2017-06-22

  Chromogenic conjugates for color-based detection of targets are described. The conjugates comprise a chromogenic moiety such as rhodamine, rhodol or fluorescein. The chromogenic moiety is linked to a peroxidase substrate. The chromogenic conjugates can be used in immunohistochemical analysis and in situ hybridization. The conjugates can be used to detect 1, 2, 3 or more targets in a sample by color.

  描述了用于基于颜色的目标检测的色素结合物。这些结合物包含一个色素部分，例如罗丹明、罗丹醇或荧光素。色素部分与过氧化物酶底物相连。色素结合物可用于免疫组织化学分析和原位杂交。这些结合物可以通过颜色检测样品中的1个、2个、3个或更多目标。
• Application of photoactive yellow protein as a photoresponsive module for controlling hemolytic activity of staphylococcal α-hemolysin
  作者：Mihoko Ui、Yoshikazu Tanaka、Yasuyuki Araki、Takehiko Wada、Toshiaki Takei、Kouhei Tsumoto、Sumire Endo、Kazushi Kinbara

  DOI：10.1039/c2cc18118e

  日期：——

  A chimeric protein (N-PYP-Hla), consisting of staphylococcal pore-forming toxin α-hemolysin (Hla) and photoactive yellow protein (PYP), exhibited photoresponsive hemolytic activities, where visible light irradiation gave rise to retardation of hemolysis at 25 °C.

  由葡萄球菌孔形成毒素δ-溶血素（Hla）和光活性黄色蛋白（PYP）组成的嵌合蛋白（N-PYP-Hla）具有光致反应溶血活性，在 25°C 时，可见光照射会导致溶血延迟。
• Chromogenic peroxidase substrates
  申请人：AGILENT TECHNOLOGIES, INC.

  公开号：US11466314B2

  公开（公告）日：2022-10-11

  Chromogenic conjugates for color-based detection of targets are described. The conjugates comprise a chromogenic moiety such as a rhodamine, rhodol or fluorescein. The chromogenic moiety is linked to a peroxidase substrate. The chromogenic conjugates can be used in immunohistochemical analysis and in situ hybridization. The conjugates can be used to detect 1, 2, 3 or more targets in a sample by color.

  本文描述了用于基于颜色检测目标的致色共轭物。这些共轭物包括一个发色分子，如罗丹明、罗丹醇或荧光素。致色分子与过氧化物酶底物相连。发色共轭物可用于免疫组化分析和原位杂交。这些共轭物可用于通过颜色检测样本中的 1、2、3 或更多靶标。
• PROBIOTIC-CONTAINING FOOD PRODUCT AND A PROTONATED WEAK MONOACID
  申请人：Francois Alan

  公开号：US20100086646A1

  公开（公告）日：2010-04-08

  A fresh plant juice and/or milk-based food product, comprising a stable concentration of live probiotics producing false tastes and/or gas in the initial matrix of the food product, characterized in that it contains from 1 to 20 g/l of a dietary protonated weak monoacid with a pH between 3 and 4, and a preparation method for such a food product.
• US4612135A
  申请人：——

  公开号：US4612135A

  公开（公告）日：1986-09-16