1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol | 96895-24-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol
• 英文别名: 1-Oleoyloxy-2-linoleoyloxy-3-α-linolenoyloxy-propan；OLLn；(+/-)-1-linolenoyloxy-2-linoloyloxy-3-oleoyloxy-propane；(+/-)-1-Linolenoyloxy-2-linoloyloxy-3-oleoyloxy-propan；[2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-3-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxypropyl] (Z)-octadec-9-enoate
• CAS: 96895-24-8
• 化学式: C₅₇H₉₈O₆
• 分子量: 879.402
• InChiKey: OTUIORVXGJUHBH-QSVDUOTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.3
• 重原子数：
  63
• 可旋转键数：
  50
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol 、 对甲苯磺酰氯 在 lithium aluminium tetrahydride 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 以57%的产率得到(9Z,12Z)-octadeca-9,12-dienyl tosylate
  参考文献：
  名称：

  Tuning the Thermo-Sensitivity of Micellar Systems through a Blending Approach

  摘要：

  This paper reports an original and easy route toward thermosensitive micelles based on a lipidic core and with adjustable cloud point temperatures (T-CP) through a simple blending approach between two copolymers of different T-CP. The cationic ring-opening polymerization (CROP) of various 2-alkyl-2-oxazoline monomers was first investigated from both mesylated and tosylated lipoinitiators and different lipid-b-poly(2-methyl-2-oxazoline), lipid-b-poly(2-ethyl-2-oxazoline), lipid-b-poly(2-isopropyl-2-oxazoline) and lipid-b-poly((2-ethyl-2-oxazoline)-co-(2-isopropyl-2-oxazoline)) copolymers were synthesized. Blending of lipid-b-p(EtOx) and lipid-b-p(iPrOx) copolymers in various proportions were then prepared and their T-CP investigated through UVvisible spectroscopy. Very interesting results were obtained as the blends exhibit a single T-CP ranging from 35 to 45 degrees C. Furthermore, the blends T-CP correspond to those of the statistical lipid-b-p((EtOx)-co-(iPrOx)) for the same p(EtOx)/p(iPrOx) content up to 52 wt % of p(EtOx). The blending approach is then an attractive strategy to control the T-CP of micellar systems through a simple and easy formulation approach rather than fastidious syntheses.

  DOI：

  10.1021/acs.macromol.6b00455
• 作为产物：
  描述：

  亚麻酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 喹啉 、 氯仿 作用下， 生成 1-O-linolenoyl-2-O-linoleoyl-3-O-oleoyl glycerol
  参考文献：
  名称：

  Utkina et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3911; engl.Ausg.S.3869

  摘要：

  DOI：

文献信息

• Regioisomeric Characterization of Triacylglycerols Using Silver-Ion HPLC/MS and Randomization Synthesis of Standards
  作者：Miroslav Lísa、Hana Velínská、Michal Holčapek

  DOI：10.1021/ac900150j

  日期：2009.5.15

  Silver-ion normal-phase high-performance liquid chromatography (HPLC) provides a superior separation selectivity for lipids differing in the number and position of double bonds in fatty acid chains including the resolution of triacylglycerol (TG) regioisomers under optimized conditions. Our silver-ion HPLC method is based on the coupling of three columns in the total length of 75 cm and a new mobile phase gradient consisting of hexane−acetonitrile−2-propanol which provides better resolution and also reproducibility in comparison to previously used mobile phases. In our work, the chemical interesterification (randomization) of single-acid TG standards is used for the generation of regioisomeric series of TGs, because it provides a random distribution of fatty acids in TGs at well-defined concentration ratios. The baseline separation of regioisomeric TG pairs containing up to three double bonds and the partial separation of TG regioisomers with four to seven double bonds are reported for the first time. Our silver-ion high-performance liquid chromatography/mass spectrometry (HPLC/MS) method is applied for the regioisomeric characterization of complex samples of plant oils and animal fat, where the results clearly demonstrate different preference of sn-2 occupation in plants (mainly unsaturated fatty acids) versus animal fat (mainly saturated fatty acids).

  银离子正相高效液相色谱（HPLC）为脂质提供了优越的分离选择性，这些脂质在脂肪酸链中双键的数量和位置上存在差异，包括在优化条件下对甘油三酯（TG）位置异构体的分辨。我们的银离子HPLC方法是基于三根总长度为75厘米的柱子耦合以及一个新的由己烷、乙腈和丙酮醇组成的移动相梯度，这相比于之前使用的移动相提供了更好的分辨率和重复性。在我们的工作中，利用单酸TG标准的化学酯交换（随机化）来生成TG的位置异构体系列，因为这可以在明确定义的浓度比下提供脂肪酸在TG中的随机分布。首次报道了含有最多三个双键的位置异构体TG对的基线分离以及含有四到七个双键的TG位置异构体的部分分离。我们的银离子高效液相色谱/质谱（HPLC/MS）方法应用于植物油和动物脂肪的复杂样品的位置异构体特性鉴定，结果清楚地展示了在植物（主要是不饱和脂肪酸）和动物脂肪（主要是饱和脂肪酸）中sn-2占位偏好的不同。
• BLOCKED BIO-BASED CARBOXYLIC ACIDS AND THEIR USE IN THERMOSETTING MATERIALS
  申请人：NDSU RESEARCH FOUNDATION

  公开号：US20150232691A1

  公开（公告）日：2015-08-20

  This invention relates to bio-based polyfunctional carboxylic acids reacted with vinyl ether compounds to form liquid vinyl-blocked bio-based polyfunctional carboxylic acids. These liquid vinyl-blocked bio-based polyfunctional carboxylic acids can be mixed with a polyfunctional vegetable oil-based epoxy resin to form a homogeneous curable coating composition. Upon curing at elevated temperature, thermoset coatings are formed which have excellent hardness, solvent resistance, adhesion, and flexibility. The invention also relates to the use of a curable coating composition comprising at least one polyfunctional vegetable oil-based epoxy resin and at least one vinyl-blocked bio-based polyfunctional carboxylic acid, which may be coated onto a substrate and cured thermally. Methods of making the vinyl-blocked bio-based polyfunctional carboxylic acids and curable coating compositions and substrates containing the same are also disclosed.

  本发明涉及生物基多功能羧酸与乙烯醚化合物反应形成液态乙烯基阻滞生物基多功能羧酸。这些液态乙烯基阻滞生物基多功能羧酸可以与多功能植物油基环氧树脂混合形成均质可固化涂料组合物。在高温下固化后，形成具有优异硬度、耐溶剂性、附着力和柔韧性的热固性涂层。本发明还涉及至少包括一种多功能植物油基环氧树脂和至少一种乙烯基阻滞生物基多功能羧酸的可固化涂料组合物的使用，可涂覆在基底上并通过热固化。还公开了制备乙烯基阻滞生物基多功能羧酸和可固化涂料组合物以及含有它们的基底的方法。
• APPLICATION OF COMPOUND OR TRADITIONAL CHINESE MEDICINE EXTRACT IN PREPARATION OF NUCLEIC ACID DELIVERY AGENT AND RELATED PRODUCTS THEREOF
  申请人：Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences

  公开号：EP3604269A1

  公开（公告）日：2020-02-05

  The present application relates to extracting, from a traditional Chinese medicine, a plurality of compounds capable of prompting nucleic acid delivery or synthetic compounds, and promoting nucleic acid such as sRNA to absorb and enter a target cell using the extracted compounds or a plurality of combinations and promoting the nucleic acid to enter required target sites in vivo of an object.

  本申请涉及从中药中提取多种能够促使核酸递送的化合物或合成化合物，并利用提取的化合物或多种组合促进核酸（如 sRNA）吸收并进入靶细胞，并促进核酸进入物体体内所需的靶位点。
• APPLICATION OF COMPOUND OR TRADITIONAL CHINESE MEDICINE EXTRACT IN PREPARATION OF NUCLEIC ACID DELIVERY AGENT, AND RELATED PRODUCTS
  申请人：Institute of Basic Medical Sciences, Chinese Academy of Medical Sciences

  公开号：EP3778556A1

  公开（公告）日：2021-02-17

  The present invention relates to extracting multiple types of compounds or synthetic compounds capable of promoting nucleic acid delivery from a traditional Chinese medicine, promoting the absorption of a nucleic acid such as sRNA and the entry thereof into a target cell by using the extracted compounds or multiple combinations, and promoting the entry of the nucleic acid into a target site in an object body having such a need. The traditional Chinese medicine is selected from traditional Chinese medicine decoction pieces derived from Rhodiola rosea, Herba Taraxaci, Herba andrographitis, and Flos Lonicerae. The nucleic acid is used for treating diseases, such as heart, spleen, kidney, stomach, lung and/or bowel diseases.

  本发明涉及从中药中提取能够促进核酸递送的多种化合物或合成化合物，利用提取的化合物或多种组合促进sRNA等核酸的吸收及其进入靶细胞，并促进核酸进入有此需要的物体体内的靶位点。所述中药选自红景天、蒲公英、穿心莲、忍冬藤等中药的煎煮片。核酸用于治疗疾病，如心、脾、肾、胃、肺和/或肠疾病。
• NATURAL OIL METATHESIS COMPOSITIONS
  申请人：Elevance Renewable Sciences, Inc.

  公开号：EP2864447B1

  公开（公告）日：2017-12-06