diethyl 2-tetradecylmalonate | 54580-47-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl 2-tetradecylmalonate
• 英文别名: ethyl 2-(ethoxycarbonyl)hexadecanoate；Tetradecylmalonsauerediethylester；tetradecyl-malonic acid diethyl ester；Tetradecyl-malonsaeure-diaethylester；Tetradecyl-malonsaeurediethylester；Diethyl tetradecylpropanedioate；diethyl 2-tetradecylpropanedioate
• CAS: 54580-47-1
• 化学式: C₂₁H₄₀O₄
• 分子量: 356.546
• InChiKey: GESHRHVYCSRGQP-UHFFFAOYSA-N

物化性质

• 沸点：
  378.8±10.0 °C(Predicted)
• 密度：
  0.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  25
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-tetradecylmalonate 生成 棕榈酸
  参考文献：
  名称：

  Chargaff, Chemische Berichte, 1932, vol. 65, p. 752

  摘要：

  DOI：
• 作为产物：
  描述：

  tetradecyl-oxalacetic acid diethyl ester 生成 diethyl 2-tetradecylmalonate
  参考文献：
  名称：

  Treatment with diazoxide causes prolonged improvement of β-cell function in rat islets transplanted to a diabetic environment

  摘要：

  Prolonged hyperglycemia desensitizes beta cells. A role for hyperglycemia-induced excessive stimulation can be tested by diazoxide, which inhibits glucose-induced insulin secretion. Using diazoxide, we have investigated in a rat transplantation model whether excessive stimulation can induce lasting effects on beta cells. One batch with 150 islets and another with 20 islets isolated from Wistar-Furth rats were transplanted under the left-kidney capsule of syngeneic streptozotocin-diabetic recipients. In a first series, recipients were treated for 8 weeks with or without 0.2% diazoxide in the food. Graft-bearing kidneys were then perfused and excised. Diazoxide treatment increased by 5.5;fold the insulin response to 10 mmol/L arginine, by 4.1-fold the graft insulin content, and by 2.3-fold the preproinsulin mRNA versus nontreated diabetic controls. The persistence of these effects was assessed in a second series in which 8 weeks of diazoxide treatment was followed by 1 week of no treatment. Again, perfusion experiments showed a higher insulin response to arginine in diazoxide-treated rats (136.0 +/- 25.7 v 62.3 +/- 11.8 fmol/min, P < .05). Also, the response to 27.8 mmol/L glucose was increased (54.0 +/- 17.1 v 13.6 +/- 7.8 fmol/min, P < .05). The insulin content was increased (2.2 +/- 0.6 v 1.0 +/- 0.4 pmol/islet, P < .05), as well as the preproinsulin mRNA (0.60 +/- 0.08 v 0.22 +/- 0.02 pg/islet, P < .05). In a third series, we tested the impact of diazoxide treatment when given only during the first 2 weeks following transplantation. When tested 6 weeks later, insulin secretion was unaffected, whereas there was a strong tendency for a higher preproinsulin mRNA and insulin content in grafts of diazoxide;treated rats. In conclusion, this study demonstrates that beta-cell function in transplanted islets is improved by diazoxide long after the end of treatment, an effect that is likely due to removal of hyperglycemia induced excessive stimulation. Copyright (C) 2000 by W.B. Saunders Company.

  DOI：

  10.1016/s0026-0495(00)80044-x

文献信息

• Modulation of the activity of histone acetyltransferases by long chain alkylidenemalonates (LoCAMs)
  作者：Ciro Milite、Sabrina Castellano、Rosaria Benedetti、Alessandra Tosco、Carmen Ciliberti、Caterina Vicidomini、Ludovic Boully、Gianluigi Franci、Lucia Altucci、Antonello Mai、Gianluca Sbardella

  DOI：10.1016/j.bmc.2011.01.013

  日期：2011.6

  peculiar profile of pentadecylidenemalonate 1b, the first activator/inhibitor of histone acetyltransferases. Together with the powerful apoptotic effect (particularly notable if considering that anacardic acid and other KAT inhibitors are not cell permeable) appoint them as valuable biological tools to understand the mechanisms of lysine acetyltransferases.

  一类新的KAT调制器（LO纳克ç海恩一个lkylidene米alonates，LoCAMs）已被确定。烷基链长度的变化可以将活性谱从抑制KAT3A / KAT2B（作为衍生物2a）改变为戊二烯丙二酸酯1b（组蛋白乙酰基转移酶的第一个活化剂/抑制剂）的独特特征。连同强大的凋亡作用（尤其是如果考虑到二十碳四烯酸和其他KAT抑制剂不能渗透细胞的话），它们被指定为了解赖氨酸乙酰基转移酶机制的有价值的生物学工具。
• General Synthesis and Physicochemical Characterisation of a Series of Peptide-Mimic Lysine-Based Amino-Functionalised Lipids
  作者：Christian Wölk、Simon Drescher、Annette Meister、Alfred Blume、Andreas Langner、Bodo Dobner

  DOI：10.1002/chem.201204529

  日期：2013.9.16

  A series of novel malonic acid diamides (second generation) with two long hydrophobic alkyl chains and an alkaline polar head group was synthesised and characterised as a new class of amino‐functionalised lipids. These peptide‐mimic lipids are suitable for polynucleotide transfer. The lipids bear a novel backbone consisting of a lysine unit and a malonic acid unit. Six different head‐group structures

  合成了一系列具有两个长的疏水性烷基链和一个碱性极性头基的新型丙二酸二酰胺（第二代），并将其表征为一类新的氨基官能化脂质。这些肽模拟脂质适合多核苷酸转移。脂质带有由赖氨酸单元和丙二酸单元组成的新型主链。六个不同的头基结构连接到主链结构上，这些头基结构的大小和可质子化的氨基数量不同。此外，使用不同的烷基链来构建亲脂性部分（即十四烷基，十六烷基和油基）。根据头基和烷基链的变化，对新化合物在pH 10的水分散液中的相变进行了分析和讨论。
• Bithiophenesulfonamide Building Block for π-Conjugated Donor–Acceptor Semiconductors
  作者：Ferdinand S. Melkonyan、Wei Zhao、Martin Drees、Nicholas D. Eastham、Matthew J. Leonardi、Melanie R. Butler、Zhihua Chen、Xinge Yu、Robert P. H. Chang、Mark A. Ratner、Antonio F. Facchetti、Tobin J. Marks

  DOI：10.1021/jacs.6b03498

  日期：2016.6.8

  We report here π-conjugated small molecules and polymers based on the new π-acceptor building block, bithiophenesulfonamide (BTSA). Molecular orbital computations and optical, electrochemical, and crystal structure analyses illuminate the architecture and electronic structure of the BTSA unit versus other acceptor building blocks. Field-effect transistors and photovoltaic cells demonstrate that BTSA

  我们在此报告了基于新的 π 受体构建块双噻吩磺酰胺 (BTSA) 的 π 共轭小分子和聚合物。分子轨道计算和光学、电化学和晶体结构分析阐明了 BTSA 单元与其他受体构建块的结构和电子结构。场效应晶体管和光伏电池表明 BTSA 是构建 π 共轭半导体材料的有前途的单元。
• Bithiophene sulfonamide-based molecular and polymeric semiconductors
  申请人：Polyera Corporation

  公开号：US09666805B2

  公开（公告）日：2017-05-30

  The present invention relates to new semiconducting compounds having at least one optionally substituted bithiophene sulfonamide moiety. The compounds disclosed herein can exhibit high carrier mobility and/or efficient light absorption/emission characteristics, and can possess certain processing advantages such as solution-processability and/or good stability at ambient conditions.

  本发明涉及具有至少一个可选择取代的双噻吩磺酰胺基团的新半导体化合物。本文所披露的化合物可以表现出高载流子迁移率和/或高效的光吸收/发射特性，并且具有一定的加工优势，如可溶性加工性和/或在常温下良好的稳定性。
• NOVEL XYLENE-BASED AMPHIPHILIC COMPOUND AND USE THEREOF
  申请人：Industry-University Cooperation Foundation Hanyang University Erica Campus

  公开号：US20180273570A1

  公开（公告）日：2018-09-27

  The present invention relates to a xylene-based amphiphilic compound, a method for preparing the same, and a method for extracting, solubilizing, stabilizing or crystallizing a membrane protein using the same. By using the xylene-based compound according to the present invention, a membrane protein may be stably stored in an aqueous solution for a long time, and may be applied in functional and structural analyses. The structural and functional analysis of the membrane protein is one of the fields of highest interest in biology and chemistry, and the xylene-based compound according to the present invention can be applied in research on protein structure that is closely related to development of a new drug.

  本发明涉及一种基于二甲苯的两性分子化合物，一种制备该化合物的方法，以及一种利用该化合物提取、溶解、稳定或结晶膜蛋白的方法。通过使用本发明的基于二甲苯的化合物，膜蛋白可以稳定地存储在水溶液中长时间，并且可以应用于功能和结构分析。膜蛋白的结构和功能分析是生物学和化学中最感兴趣的领域之一，而根据本发明的基于二甲苯的化合物可应用于与新药开发密切相关的蛋白质结构研究。