花生酸N-羟基琥珀酰亚胺酯 | 69888-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 花生酸N-羟基琥珀酰亚胺酯
• 英文名称: N-(eicosanoyloxy)succinimide
• 英文别名: eicosanoic acid N-hydroxysuccinimide ester；Arachidic Acid N-Hydroxysuccinimide Ester；(2,5-dioxopyrrolidin-1-yl) icosanoate
• CAS: 69888-87-5
• 化学式: C₂₄H₄₃NO₄
• 分子量: 409.61
• InChiKey: NWQWMRGPQVJCNH-UHFFFAOYSA-N

物化性质

• 熔点：
  95-97°C
• 溶解度：
  氯仿（微溶）、己烷（微溶、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  29
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  花生酸N-羟基琥珀酰亚胺酯 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 生成
  参考文献：
  名称：

  Effect of cosolvent on the lateral order of spontaneously formed amphiphilic amide two-dimensional crystallites at the air-solution interface

  摘要：

  At low temperature (5-12-degrees-C), uncompressed films of insoluble amphiphilic molecules C19H39X, where the head group X contains one (CONH2, 1) or two (CONHC2H4CONH2, 2) amide groups, spontaneously form two-dimensional (2D) crystalline clusters over aqueous subphases containing soluble amide or carboxylic acid molecules. These crystallites were detected and their structures were studied using grazing incidence X-ray diffraction (GID). In the presence of subphases containing carboxylic acid (RCO2H, R = H, CH2Cl) at sufficiently high concentrations, a loss of diffraction signal was observed for 1, while amide and less concentrated acid subphases did not show such a destructive effect. The effect of the subphase solute molecules was understood in terms of the different ways in which the solutes hydrogen bond to the amide head groups of the amphiphiles. Both amide and acid solute molecules can form hydrogen-bonded cyclic dimers with the amide head groups. With an amide subphase, such dimers lead to an extension of the hydrogen-bonding network of the crystallites, and thus enhance its stability, but acid molecules may also bind to the monolayer at low concentrations with less than full occupancy. At high acid concentration, and thus more extensive formation of cyclic dimers between carboxylic acid and amphiphilic amide molecules, repulsive interactions between lone pair electrons on oxygen atoms of bound acid molecules inhibit formation of ordered arrays of these dimers and lead to a lack of diffraction signal. In 2, the second amide group strengthens the crystallites to the extent that there is no decrease in crystallinity over a 1 M formic acid subphase. The shape of the intensity profiles of the Bragg rods and the specular X-ray reflectivity measurements of 2 indicate formation of molecular trilayers.

  DOI：

  10.1021/ja00077a007
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 二十酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 花生酸N-羟基琥珀酰亚胺酯
  参考文献：
  名称：

  在结核分枝杆菌中开发脂肪酰基-AMP 和脂肪酰基-CoA 连接酶的小分子抑制剂。

  摘要：

  结核分枝杆菌( Mtb ) 的脂质代谢依赖 34 种脂肪酸腺苷酸化酶 (FadDs)，可分为两类：参与脂质和胆固醇分解代谢的脂肪酰基辅酶 A 连接酶 (FACL) 和长链脂肪酰基-AMP 连接酶 (FAAL) ) 参与Mtb 中发现的许多必需和赋予毒力的脂质的生物合成。许多 FACL 的精确生化作用仍不清楚，而功能非冗余的 FAAL 则更好理解。这里，我们描述的5'-系统调查ö - [ ñ - （链烷酰基）氨磺酰基]腺苷（烷酰基一denosine米ONO小号ulfamate, alkanoyl-AMS) 类似物作为潜在的多靶点 FadD 抑制剂，因为它们具有抗结核活性和对代表性 FAAL 和 FACL 酶的生化选择性。我们鉴定了几种有效的化合物，包括 12-叠氮十二烷酰基-AMS 28、11-苯氧基十一烷酰基-AMS 32和壬氧基乙酰基-AMS 36，其对结核分枝杆菌的最小抑制浓度 (MIC)范围为

  DOI：

  10.1016/j.ejmech.2020.112408

文献信息

• Synthesis and Characterization of Fatty Acid Grafted Chitosan Polymer and Their Nanomicelles for Nonviral Gene Delivery Applications
  作者：Divya Sharma、Jagdish Singh

  DOI：10.1021/acs.bioconjchem.7b00505

  日期：2017.11.15

  the synthesized polymers was determined using size exclusion high performance liquid chromatography and was found to be in range of the parent CS polymer (∼50 kDa). The critical micelle concentration (cmc) of the polymers was determined using pyrene as a fluorescent probe. The cmc was found to decrease with an increase in fatty acyl chain length. The amphiphilic fatty acid-g-CS polymers self-assembled

  这项研究的目的是合成和表征脂肪酸接枝的壳聚糖（脂肪酸-g-CS）聚合物及其纳米胶束，以用作基因传递的载体。CS使用增加的脂肪酰基链长度的饱和脂肪酸进行疏水改性。碳二亚胺与N-羟基琥珀酰亚胺一起用于将脂肪酸的羧基与CS的胺基偶联。质子核磁共振和傅里叶变换红外光谱用于量化脂肪酰基取代到CS骨架上。使用尺寸排阻高效液相色谱法测定了合成聚合物的分子量分布，发现该分子量在母体CS聚合物的范围内（〜50 kDa）。使用pyr作为荧光探针确定聚合物的临界胶束浓度（cmc）。发现cmc随着脂肪酰基链长度的增加而降低。两亲脂肪酸-g-CS聚合物在水性环境中自组装，形成约200 nm粒径的纳米胶束，并且由于CS分子上游离伯氨基的阳离子性质，其净电荷略微为正。这些高分子纳米胶束分别通过体外溶血和MTT细胞活力测定法表现出优异的血液和细胞相容性，与未修饰的脱乙酰壳多糖和裸露的DNA相比，转染效率更高。这些纳米胶束
• Composition for transdermal and dermal administration of interferon-&agr;
  申请人：PharmaDerm Laboratories, Ltd.

  公开号：US06656499B1

  公开（公告）日：2003-12-02

  A composition for transdermal and dermal administration of interferon-&agr; is described. The composition is comprised of lipid vesicles including a fatty acylated amino acid and an oil-in-water emulsion. Interferon-&agr; is entrapped in the vesicles.

  描述了一种用于干皮肤和皮肤递送的干扰素-α的组合物。该组合物由包括脂肪酰化氨基酸和油包水乳液的脂质囊泡组成。干扰素-α被困在囊泡中。
• KR101871897
  申请人：——

  公开号：——

  公开（公告）日：——
• Lipophilic modification of oligonucleotides
  作者：Justin M. Tomkins、Karen J. Barnes、A.John Blacker、William J. Watkins、Chris Abell

  DOI：10.1016/s0040-4039(96)02394-5

  日期：1997.1

  Methods for attaching lipophilic side-chains to an amino modified uracil base in oligonucleotides via orthogonal amide and disulphide linkages are described. The oligonucleotide conjugates are characterised in terms of their distinctive chromatographic and spectroscopic properties. (C) 1997, Elsevier Science Ltd.
• Paquet,A., Canadian Journal of Chemistry, 1976, vol. 54, p. 733 - 737
  作者：Paquet,A.

  DOI：——

  日期：——