(-)-cholesterol NHS succinate | 88848-79-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (-)-cholesterol NHS succinate
• 英文别名: 1-O-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 4-O-(2,5-dioxopyrrolidin-1-yl) butanedioate
• CAS: 88848-79-7
• 化学式: C₃₅H₅₃NO₆
• 分子量: 583.809
• InChiKey: QPNAGEBWCJBNPO-PLOQSNKASA-N

物化性质

• 溶解度：
  DMSO（轻微溶解）、甲醇（轻微溶解、加热并超声处理）、水（轻微溶解、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  90
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  、 (-)-cholesterol NHS succinate 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  通过与小分子缀合进行二核苷酸的细胞递送：抗癌应用的靶向翻译起始

  摘要：

  靶向帽依赖性翻译起始是可能导致新型抗癌疗法开发的实验方法之一。合成二核苷 5',5'-三磷酸帽类似物是体外真核翻译起始因子 4E (eIF4E) 的有效拮抗剂，可以抵消癌细胞中 eIF4E 水平升高；然而，将这些化合物转化为治疗剂仍然具有挑战性——它们不容易渗透到细胞中，并且容易受到酶促裂解。在这里，我们测试了几种小分子配体（叶酸、生物素、葡萄糖和胆固醇）将可水解和抗裂解帽类似物递送到细胞中的潜力。使用模型荧光探针和帽子-配体缀合物进行的广泛结构-活性关系 (SAR) 研究表明，胆固醇极大地促进帽子类似物的摄取，而不干扰与 eIF4E 的相互作用。鉴定出的最有效的胆固醇缀合物对癌细胞表现出凋亡介导的细胞毒性。

  DOI：

  10.1039/d1sc02143e
• 作为产物：
  描述：

  胆固醇 在 4-二甲氨基吡啶 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 (-)-cholesterol NHS succinate
  参考文献：
  名称：

  TW2020/42788

  摘要：

  公开号：

文献信息

• OLIGOMER-CONTAINED NANOPARTICLE COMPLEX RELEASE SYSTEM
  申请人：National Yang Ming University

  公开号：US20140363490A1

  公开（公告）日：2014-12-11

  An oligomer-contained nanoparticle complex is provided. The oligomer-contained nanoparticle complex of the invention comprises (a) a nanoparticle, (b) a polymer with high molecule weigh, (c) a target molecule, (d) an oligomer, wherein the oligomer is crosslinked with the polymer by the intermolecular hydrogen bonds or electron bonds, and e) a space for active substances, wherein the space for active substances is encapsulated by the nanoparticle. The oligomer-contained nanoparticle complex of the invention has the high stability and fast drug release rate, and would not be largely accumulated in normal tissues. The invention also provides a method for preparing the oligomer-contained nanoparticle complex and the method for releasing drug.

  本发明提供了一种含有寡聚物的纳米颗粒复合物。该发明中的含有寡聚物的纳米颗粒复合物包括：(a)一种纳米颗粒，(b)一种高分子量聚合物，(c)一种目标分子，(d)一种寡聚物，其中寡聚物通过分子间氢键或电子键与聚合物交联，以及(e)一种活性物质的空间，其中活性物质的空间被纳米颗粒封装。本发明的含有寡聚物的纳米颗粒复合物具有高稳定性和快速释药率，并且不会在正常组织中大量积累。本发明还提供了制备含有寡聚物的纳米颗粒复合物的方法以及释药方法。
• Hydrolytically releasable prodrugs for sustained release nanoparticle formulations
  申请人：Alferiev Ivan

  公开号：US09233163B2

  公开（公告）日：2016-01-12

  A prodrug according to formula (I) wherein R2 is a residue of a drug, said drug having a hydroxyl group by which the COOR2 group is formed; Z is O or NH; m is 0 or 1; and R3 is an organic moiety comprising a lipophilic group or a residue of a polymer, provided that Z is 0 if the polymer is carboxymethyl dextran. A system includes a plurality of magnetic nanoparticles including a prodrug as described above, a stent and a source of uniform magnetic field capable of producing temporary magnetization of the stent and/or the magnetic nanoparticles. A method of treating a medical condition with a drug includes administering to a patient in need of the drug a prodrug as described above, the prodrug being capable of releasing the drug in the patient after the administration step.

  根据公式（I）的专利药物前体，其中R2是药物的残基，所述药物具有通过COOR2基团形成的羟基；Z为O或NH；m为0或1；R3是包含疏水基团或聚合物残基的有机基团，前提是如果聚合物是羧甲基葡聚糖，则Z为0。该系统包括多个磁性纳米颗粒，其中包括上述描述的药物前体，支架和能够产生支架和/或磁性纳米颗粒临时磁化的均匀磁场源。用药物治疗医疗状况的方法包括向需要该药物的患者注射上述描述的药物前体，该药物前体在给药步骤后能够在患者体内释放药物。
• Systematic Exploration of Lipophilic Tags That Allow Efficient Anchoring of Aptamers to Live Cell Surfaces
  作者：Takeshi Tokunaga、Kohei Kuwahata、Shinsuke Sando

  DOI：10.1246/cl.2013.127

  日期：2013.2.5

  We carried out a systematic exploration of lipophilic tag molecules that allow efficient anchoring of aptamers to live cell surfaces. Among the lipids tested, the C16 dialkyl (dipalmitoylphosphatidylethanolamine) tag showed a good performance: a high anchoring yield and long retention on live cells. The 3′-C16 dialkyl tag-labeled fluorescent aptamer sensor, targeting thrombin, was prepared. The aptamer sensor was anchored successfully to live cells, allowing fluorescence detection of thrombin on the cell surface.

  我们对亲脂性标签分子进行了系统的探索，这些分子可以将适配体有效地锚定在活细胞表面。在测试的脂质中，C16 二烷基（二棕榈酰磷脂酰乙醇胺）标签表现出良好的性能：锚定率高，在活细胞上的保留时间长。制备出了以凝血酶为靶标的 3′-C16 二烷基标签标记的荧光适配体传感器。该传感器成功锚定在活细胞上，可对细胞表面的凝血酶进行荧光检测。
• Synthesis of Neoglycolipids Containing Oligosaccharides Based on 3,6-Branched-α-D-Mannopyranosides as the Carbohydrate Moieties
  作者：Santiago Figueroa-Pérez、Vicente Verez-Bencomo

  DOI：10.1080/07328309808007460

  日期：1998.8.1

  Several oligosaccharides containing 3,6-branched-alpha-D-mannopyranosides were obtained by selective glycosylation of 5-azido-3-oxapentyl alpha-D-mannopyranoside with acetobromosugars. After deacetylation and reduction of the spacer azido group, the oligosaccharides were coupled with the activated hemisuccinate derivatives of cholesterol and 1,2-di-O-alkylglycerol. The neoglycolipids so obtained were characterized by NMR spectroscopy and will be used as liposome coating molecules for targeting entrapped antigens.
• A water-soluble cholesteryl-containing Tris-galactoside: synthesis, properties, and use in directing lipid-containing particles to the liver
  作者：H. J. M. Kempen、C. Hoes、J. H. Van Boom、H. H. Spanjer、J. De Lange、A. Langendoen、T. J. C. Van Berkel

  DOI：10.1021/jm00376a014

  日期：1984.10

  The synthesis of a trisgalactoside-terminated cholesterol derivative is described. Tris(galactosyloxymethyl)-aminomethane is coupled to cholesterol by using glycyl and succinyl as intermediate hydrophilic spacer moieties. The resulting cholesteryl ester dissolves easily in water, forming monodisperse micelles. When added to dispersions of liposomes or plasma lipoproteins in water, the substance becomes incorporated rapidly into these structures, causing an increase of their buoyant density. Liposomes or low-density lipoproteins, preloaded with the substance, are rapidly cleared from the circulation and taken up by the liver after intravenous injection in rats. This uptake is inhibited by N-acetylgalactosamine but not by N-acetylglucosamine, indicating the specificity of this process.