1-硬脂酰-2-油酰基-Sn-甘油 | 53702-48-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 1-硬脂酰-2-油酰基-Sn-甘油
• 英文名称: sn-1-O-stearoyl-2-O-oleoyl glycerol
• 英文别名: 1-Stearoyl-2-oleoyl-sn-glycerol；[(2S)-3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] octadecanoate
• CAS: 53702-48-0
• 化学式: C₃₉H₇₄O₅
• 分子量: 623.014
• InChiKey: SAEPUUXWQQNLGN-LVVMQYBKSA-N

物化性质

• 沸点：
  668.2±25.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  44
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-硬脂酰-2-油酰基-Sn-甘油 在 吡啶 、 N-甲基咪唑 、 2,4-二甲基苯磺酰氯 、 2-叔丁基-1,1,3,3-四甲基胍 、 3-硝基-1,2,4-三氮唑 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 46.5h， 生成
  参考文献：
  名称：

  Synthesis of unsaturated phosphatidylinositol 4-phosphates and the effects of substrate unsaturation on SopB phosphatase activity

  摘要：

  PI-4-P的单对映体，具有一系列sn-2脂肪酸酯，被高效地制备。确定了sn-2不饱和度对SopB的动力学参数的影响。

  DOI：

  10.1039/c4ob02258k
• 作为产物：
  描述：

  (2s)-3-(Octadecanoyloxy)-2-[(9z)-Octadec-9-Enoyloxy]propyl 2-(Trimethylammonio)ethyl Phosphate 生成 1-硬脂酰-2-油酰基-Sn-甘油
  参考文献：
  名称：

  RAMESHA, CHAKKODABYLU S.;PICKETT, WALTER C.;KRISHNA, MURTHY D. V., J. CHROMATOGR. BIOMED. APPL., 491,(1989) N, C. 37-48

  摘要：

  DOI：

文献信息

• Alternative splicing of the human diacylglycerol kinase ζ gene in muscle
  作者：Li Ding、Michaeline Bunting、Matthew K. Topham、Thomas M. McIntyre、Guy A. Zimmerman、Stephen M. Prescott

  DOI：10.1073/pnas.94.11.5519

  日期：1997.5.27

  Diacylglycerol can function as a second messenger, and one mechanism for the attenuation of this signal is its conversion to phosphatidic acid, which is catalyzed by diacylglycerol kinase (DGK). We screened a cDNA library from human skeletal muscle and isolated two DGKζ cDNAs that differed from the 3.5-kb clone originally identified in endothelial cells. One transcript, which was 3.4 kb long, was shown to be nonfunctional; it had a 77-bp deletion that included the translation initiation site. The other was 4.1 kb long with a unique 5′ sequence of 853 bp. We also isolated a genomic clone of DGKζ and determined its organization and location; it contains 32 exons, spans approximately 50 kb of genomic sequence, and maps to chromosome 11p11.2. The protein encoded by the 4.1-kb transcript contains two cysteine-rich regions, a catalytic domain, and ankyrin repeats like the endothelial form of DGKζ, as well as a unique N-terminal domain. The coding sequence was shown to be derived from alternative splicing of the DGKζ gene. In cells transfected with the 4.1-kb clone, we detected a 130-kDa protein with an antibody to DGKζ and demonstrated that it was localized predominantly in the nucleus. We conclude that alternative splicing generates tissue-specific variants of DGKζ that share some properties but may have unique ones as well.

  Diacylglycerol可以作为第二信使，其信号的衰减机制之一是其被Diacylglycerol激酶（DGK）催化转化为磷酸甘油酸。我们筛选了来自人类骨骼肌的cDNA文库，并分离出两个DGKζ cDNA，它们与最初在内皮细胞中鉴定的3.5 kb克隆不同。其中一个转录本长3.4 kb，被证明是非功能性的；它有一个包括翻译起始位点的77 bp缺失。另一个长4.1 kb，具有853 bp的独特5'序列。我们还分离了DGKζ的基因组克隆，并确定了其组织和位置；它包含32个外显子，跨越大约50 kb的基因组序列，并映射到11p11.2染色体。由4.1 kb转录本编码的蛋白质包含两个富含半胱氨酸的区域、一个催化域和类似内皮细胞DGKζ的ankyrin重复序列，以及一个独特的N端域。编码序列被证明是由DGKζ基因的可变剪接所导致的。在转染了4.1 kb克隆的细胞中，我们检测到一个130 kDa的DGKζ抗体蛋白，并证明它主要定位于细胞核。我们得出结论，可变剪接产生了DGKζ的组织特异性变异体，它们具有一些共同的特性，但也可能具有独特的特性。
• Revisiting Coley’s Toxins: Immunogenic Cardiolipins from <i>Streptococcus pyogenes</i>
  作者：Yern-Hyerk Shin、Sunghee Bang、Sung-Moo Park、Xiao Ma、Chelsi Cassilly、Daniel Graham、Ramnik Xavier、Jon Clardy

  DOI：10.1021/jacs.3c07727

  日期：2023.10.4

  Coley’s toxins, an early and enigmatic form of cancer (immuno)therapy, were based on preparations of Streptococcus pyogenes. As part of a program to explore bacterial metabolites with immunomodulatory potential, S. pyogenes metabolites were assayed in a cell-based immune assay, and a single membrane lipid, 18:1/18:0/18:1/18:0 cardiolipin, was identified. Its activity was profiled in additional cellular

  科利毒素是一种早期且神秘的癌症（免疫）疗法，以化脓性链球菌制剂为基础。作为探索具有免疫调节潜力的细菌代谢物计划的一部分， S .在基于细胞的免疫测定中对化脓性杆菌代谢物进行了测定，并鉴定出单一膜脂 18:1/18:0/18:1/18:0 心磷脂。在其他细胞测定中对其活性进行了分析，结果表明它是 TLR2-TLR1 信号通路的激动剂，具有 6 μM EC 50和强大的 TNF-α 诱导作用。具有转换酰基链的合成类似物在免疫测定中没有可测量的活性。具有受限结构活性特征的单一免疫原性心磷脂的鉴定对免疫调节、癌症免疫治疗和链球菌后自身免疫性疾病具有重要意义。
• Controlling translocation through nanopores with fluid walls
  申请人：The Regents of the University of Michigan

  公开号：US10254271B2

  公开（公告）日：2019-04-09

  Improved resolution and detection of nanoparticles are achieved when a nanopore connecting liquid compartments in a device running on the Coulter principle is provided with fluid coatings such as lipid walls. Fluid lipid walls are made of a lipid bilayer, and preferably include lipid anchored mobile ligands as part of the lipid bilayer. By varying the nature and concentration of the mobile ligand in the lipid bilayer, multifunctional coatings of lipids are provided.

  如果在根据库尔特原理运行的设备中，连接液体隔间的纳米孔具有流体涂层（如脂质壁），则可提高纳米粒子的分辨率和检测能力。流体脂质壁由脂质双分子层构成，最好包括脂质锚定移动配体作为脂质双分子层的一部分。通过改变脂质双分子层中可移动配体的性质和浓度，可提供多功能的脂质涂层。
• Nanopore-based determination of protein charge, shape, volume, rotational diffusion coefficient, and dipole moment
  申请人：THE REGENTS OF THE UNIVERSITY OF MICHIGAN

  公开号：US10317361B2

  公开（公告）日：2019-06-11

  Physical parameters of macromolecules are determined by measuring electrical current I over time for translocation events as the macromolecules in solution move between two liquid compartments that are separated by and fluidically coupled through a synthetic nanopore. Values of charge, volume, shape, rotational diffusion coefficient, and dipole moment are derived from the measurements.

  当溶液中的大分子在被合成纳米孔分隔和流体耦合的两个液室之间移动时，通过测量移位事件随时间变化的电流 I 来确定大分子的物理参数。电荷、体积、形状、旋转扩散系数和偶极矩的值都是通过测量得出的。
• Nanoparticles for magnetic resonance imaging tracking and methods of making and using thereof
  申请人：The Johns Hopkins University

  公开号：US10568975B2

  公开（公告）日：2020-02-25

  Surface conjugated diamagnetic Chemical Exchange Saturation Transfer (diaCEST) agent carriers and methods of making and using are described herein. The particles are safe alternatives to conventional paramagnetic or superparamagnetic metal-based MRI contrast agents that are often toxic and therefore not biocompatible. The carriers described herein can provide simultaneous monitoring of multiple particle types labeled with ‘multicolor’ diaCEST contrast agents. In some embodiments, the carriers are micro- and/or nanoparticles. In other embodiments, the carriers are liposomes. In some embodiments, the particles and/or liposomes are mucus penetrating. In other embodiments, the particles and/or liposomes are not mucus penetrating.

  本文描述了表面共轭二磁性化学交换饱和转移（diaCEST）剂载体及其制造和使用方法。这些粒子是传统顺磁性或超顺磁性金属磁共振成像造影剂的安全替代品，而传统的顺磁性或超顺磁性金属磁共振成像造影剂通常具有毒性，因此不具有生物相容性。本文所述的载体可同时监测多种用 "多色 "DiaCEST 造影剂标记的粒子类型。在某些实施方案中，载体是微型和/或纳米颗粒。在其他实施方案中，载体是脂质体。在某些实施方案中，颗粒和/或脂质体具有粘液穿透性。在其他实施方案中，微粒和/或脂质体不具有粘液穿透性。