dihexadecyl fumarate | 16635-51-1

• 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: dihexadecyl fumarate
• 英文别名: fumaric acid dihexadecylester；Fumarsaeure-dihexadecylester；Dihexadecylfumarat；Fumarsaeure-di-hexadecylester；Dicetyl fumarate；dihexadecyl (E)-but-2-enedioate
• CAS: 16635-51-1
• 化学式: C₃₆H₆₈O₄
• 分子量: 564.934
• InChiKey: NXQIBFMKDQPBGW-QNEJGDQOSA-N

物化性质

• 熔点：
  58.5-59.5 °C
• 沸点：
  612.8±28.0 °C(Predicted)
• 密度：
  0.906±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.7
• 重原子数：
  40
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  dihexadecyl fumarate 在 对苯二酚 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 62.0h， 生成 dihexadecyl 7-oxabicyclo[4.1.0]heptane-trans-3,4-dicarboxylate
  参考文献：
  名称：

  trans-2-Aminocyclohexanol-based amphiphiles as highly efficient helper lipids for gene delivery by lipoplexes

  摘要：

  Lipidic amphiphiles equipped with the trans-2-aminocyclohexanol (TACH) moiety are promising pH-sensitive conformational switches ("flipids") that can trigger a lipid bilayer perturbation in response to increased acidity. Because pH-sensitivity was shown to improve the efficiency of several gene delivery systems, we expected that such flipids could significantly enhance the gene transfection by lipoplexes. Thus a series of novel lipids with various TACH-based head groups and hydrocarbon tails were designed, prepared and incorporated into lipoplexes that contain the cationic lipid 1,2-dioleoyl-3-trimethylammonio-propane (DOTAP) and plasmid DNA encoding a luciferase gene. B16F1 and HeLa cells were transfected with such lipoplexes in both serum-free and serum-containing media. The lipoplexes consisting of TACH-lipids exhibited up to two orders of magnitude better transfection efficiency and yet similar toxicity compared to the ones with the conventional helper lipids 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) or cholesterol. Thus, the TACH-lipids can be used as novel helper lipids for efficient gene transfection with low cytotoxicity. (C) 2015 Published by Elsevier B.V.

  DOI：

  10.1016/j.bbamem.2015.08.021
• 作为产物：
  描述：

  反丁烯二酰氯 、 1-十六烷醇 以 氯仿 为溶剂， 反应 12.0h， 以81%的产率得到dihexadecyl fumarate
  参考文献：
  名称：

  trans-2-Aminocyclohexanol-based amphiphiles as highly efficient helper lipids for gene delivery by lipoplexes

  摘要：

  Lipidic amphiphiles equipped with the trans-2-aminocyclohexanol (TACH) moiety are promising pH-sensitive conformational switches ("flipids") that can trigger a lipid bilayer perturbation in response to increased acidity. Because pH-sensitivity was shown to improve the efficiency of several gene delivery systems, we expected that such flipids could significantly enhance the gene transfection by lipoplexes. Thus a series of novel lipids with various TACH-based head groups and hydrocarbon tails were designed, prepared and incorporated into lipoplexes that contain the cationic lipid 1,2-dioleoyl-3-trimethylammonio-propane (DOTAP) and plasmid DNA encoding a luciferase gene. B16F1 and HeLa cells were transfected with such lipoplexes in both serum-free and serum-containing media. The lipoplexes consisting of TACH-lipids exhibited up to two orders of magnitude better transfection efficiency and yet similar toxicity compared to the ones with the conventional helper lipids 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) or cholesterol. Thus, the TACH-lipids can be used as novel helper lipids for efficient gene transfection with low cytotoxicity. (C) 2015 Published by Elsevier B.V.

  DOI：

  10.1016/j.bbamem.2015.08.021

文献信息

• COMPOSITION AND METHOD FOR USE IN THREE DIMENSIONAL PRINTING
  申请人：General Electric Company

  公开号：US20150240084A1

  公开（公告）日：2015-08-27

  A composition suitable for forming a support using a three-dimensional (3D) deposition method is presented. The composition includes a wax including at least one functional group capable of reacting with a build material used in the 3D deposition method, when exposed to an actinic radiation, wherein the functional group is itself substantially non-reactive to the actinic radiation. A method of forming a three dimensional (3D) article is also presented.

  提供了一种适用于使用三维（3D）沉积方法形成支撑的组合物。该组合物包括一种蜡，其中包括至少一种功能基团，当暴露于光致辐射时，能够与3D沉积方法中使用的建造材料发生反应，其中该功能基团本身基本上不与光致辐射发生反应。还提供了一种形成三维（3D）物品的方法。
• Polyesters as flow improvers for hydrocarbons
  申请人：EXXON RESEARCH AND ENGINEERING COMPANY

  公开号：EP0183447A1

  公开（公告）日：1986-06-04

  A polymer or copolymer of weight average molecular weight from 1000 to 200,000 prepared from an ethylenically unsaturated ester and containing from 0.1 to 50% by weight of polyoxyalkylene groups of molecular weight from 100 to 5000 is used to improve the cold flow properties of liquid hydrocarbon especially distillate fuels and has improved interaction with other additives.

  一种由乙烯不饱和酯制备的重量平均分子量为 1000 至 200,000 的聚合物或共聚物，含有 0.1 至 50%（按重量计）分子量为 100 至 5000 的聚氧亚烷基，可用于改善液态碳氢化合物（尤其是馏分燃料）的低温流动性能，并改善与其他添加剂的相互作用。
• Flow improvers and cloud point depressants
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0306290A1

  公开（公告）日：1989-03-08

  Additives suitable for improving the flow and/or depressing the cloud point of crude oils, lubricating oils and especially fuel oils are polymers containing defined alkyl groups of at least 8 carbon atoms chain length. Such polymers are either (a) of a mixture of monomers having only two alkyl groups one being at least 3 carbon atoms longer than the other or (b) of a mixture of monomers having only three alkyl groups each differing by at least 3 carbon atoms and the middle alkyl group being half the combined length of the other two. Alternatively, the polymer may be derived from a monomer having the two defined alkyl groups (a) or the three defined alkyl groups (b).

  适用于改善原油、润滑油，特别是燃料油的流动性和/或降低浊点的添加剂是含有至少 8 个碳原子链长的确定烷基的聚合物。这种聚合物可以是 (a) 单体的混合物，其中只有两个烷基，其中一个比另一个至少长 3 个碳原子；或者 (b) 单体的混合物，其中只有三个烷基，每个烷基至少相差 3 个碳原子，中间的烷基是另外两个烷基总长度的一半。或者，聚合物可以由具有两个定义的烷基（a）或三个定义的烷基（b）的单体衍生而来。
• Fuel oil compositions
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0343981A1

  公开（公告）日：1989-11-29

  A fuel composition comprising a major proportion by weight of a liquid hydrocarbon fuel and a minor proportion by weight of a polymer containing more than one amino group, this amino group being a salt of a primary, secondary or tertiary amine or a quaternary ammonium salt, for example an amine salt of a copolymer of an alkyl fumarate, vinyl acetate and maleic anhydride.

  一种燃料组合物，包括按重量计占主要比例的液态碳氢化合物燃料和按重量计占次要比例的含有一个以上氨基的聚合物，这种氨基是伯胺、仲胺或叔胺的盐或季铵盐，例如富马酸烷基酯、醋酸乙烯酯和马来酸酐共聚物的胺盐。
• Fuel compositions
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0360419A1

  公开（公告）日：1990-03-28

  Cold flow properties are improved by adding in minor proportion by weight to a distillate fuel oil a polymer of a C₁ to C₁₇ alkyl vinyl ether. This polymer may be a homopolymer, a mixture of homopolymers, a copolymer of alkyl vinyl ethers of different alkyl chain length, a copolymer of one or more alkyl vinyl ethers with one or more copolymerisable monomers or a mixture of such copolymers. Typical copolymers are copolymers of alkyl vinyl ethers with alkyl acrylates, alkyl methacrylates, olefins, dialkyl fumarates or maleates, eg copolymers of n-butyl vinyl ether with di(n-tetradecyl) fumarate. Other polymers are copolymers of an alkyl vinyl ether with an ethylenically unsaturated carboxylic acid or anhydride, subsequently reacted with an alcohol or an amine or both, eg a copolymer of methyl vinyl ether and maleic anhydride reacted with n-tetradecanol, n-hexadecanol or a mixture of these alcohols.

  在馏分燃料油中以较小的重量比例加入 C₁ 至 C₁₇ 烷基乙烯基醚聚合物，可改善冷流特性。这种聚合物可以是均聚物、均聚物的混合物、不同烷基链长的烷基乙烯基醚的共聚物、一种或多种烷基乙烯基醚与一种或多种可共聚单体的共聚物或此类共聚物的混合物。典型的共聚物是烷基乙烯基醚与烷基丙烯酸酯、烷基甲基丙烯酸酯、烯烃、富马酸二烷基酯或马来酸酯的共聚物，例如正丁基乙烯基醚与富马酸二（正十四烷基）酯的共聚物。其他聚合物是烷基乙烯基醚与乙烯基不饱和羧酸或酸酐的共聚物，然后与醇或胺或两者发生反应，例如甲基乙烯基醚和马来酸酐与正十四醇、正十六醇或这些醇的混合物发生反应的共聚物。