(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (2-((2-aminoethyl)disulfaneyl)ethyl)carbamate | 1227168-41-3

• 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: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (2-((2-aminoethyl)disulfaneyl)ethyl)carbamate
• CAS: 1227168-41-3
• 化学式: C₃₂H₅₆N₂O₂S₂
• 分子量: 564.941
• InChiKey: QRTNCQJUGCZXGT-PTHRTHQKSA-N

物化性质

• 沸点：
  649.8±55.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  38.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  64.35
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (2-((2-aminoethyl)disulfaneyl)ethyl)carbamate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成
  参考文献：
  名称：

  Sorting of Lipidated Peptides in Fluid Bilayers: A Molecular-Level Investigation

  摘要：

  Nearest-neighbor recognition (NNR) measurements have been made for two lipidated forms of GlyCys, interacting with analogues of cholesterol and 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) in the liquid-ordered (l(o)) and liquid-disordered (l(d)) phases. Interaction free energies that have been determined from these measurements have been used in Monte Carlo simulations to quantify the distribution of the peptides between liquid-ordered and liquid-disordered regions. These simulations have shown that significant differences in the lipid chains have a very weak influence on the partitioning of the peptide between these two phases. They have also revealed an insensitivity of the peptide partition coefficient, K-p, to the size of the l(o) and l(d) domains that are present. In a broader context, these findings strongly suggest that the sorting of peripheral proteins in cellular membranes via differential lipidation may be more subtle than previously thought.

  DOI：

  10.1021/ja3074825
• 作为产物：
  描述：

  胆固醇 在 三乙胺 、 sodium hydroxide 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成 (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (2-((2-aminoethyl)disulfaneyl)ethyl)carbamate
  参考文献：
  名称：

  Sorting of Lipidated Peptides in Fluid Bilayers: A Molecular-Level Investigation

  摘要：

  Nearest-neighbor recognition (NNR) measurements have been made for two lipidated forms of GlyCys, interacting with analogues of cholesterol and 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) in the liquid-ordered (l(o)) and liquid-disordered (l(d)) phases. Interaction free energies that have been determined from these measurements have been used in Monte Carlo simulations to quantify the distribution of the peptides between liquid-ordered and liquid-disordered regions. These simulations have shown that significant differences in the lipid chains have a very weak influence on the partitioning of the peptide between these two phases. They have also revealed an insensitivity of the peptide partition coefficient, K-p, to the size of the l(o) and l(d) domains that are present. In a broader context, these findings strongly suggest that the sorting of peripheral proteins in cellular membranes via differential lipidation may be more subtle than previously thought.

  DOI：

  10.1021/ja3074825

文献信息

• Redox- and pH-Sensitive Glycan (Polysialic Acid) Derivatives and F127 Mixed Micelles for Tumor-Targeted Drug Delivery
  作者：Mingqi Liu、Xiang Luo、Qiujun Qiu、Le Kang、Tang Li、Junqiang Ding、Yan Xiong、Zitong Zhao、Jinlei Zan、Chuqing Chang、Xinrong Liu、Yanzhi Song、Yihui Deng

  DOI：10.1021/acs.molpharmaceut.8b00687

  日期：2018.12.3

  Endogenous polysialic acid (PSA), which is highly expressed on mammalian, bacterial, and malignant surface, may be a promising material in oncology. In this study, a dual-responsive amphiphilic PSA cholesterol derivative (PSA-CS-CH) was synthesized to explore the opportunity of PSA in targeted drug delivery systems. PSA-CS-CH, F127 mixed micelles (PF-M), and pure F127 micelles (F-M) were prepared for

  随着聚乙二醇化产品应用的增加，诸如“聚乙二醇困境”之类的弊端开始出现。在当前情况下可能需要找到其他有希望的材料。在哺乳动物，细菌和恶性表面上高表达的内源性聚唾液酸（PSA）可能是肿瘤学中有希望的材料。在这项研究中，合成了一种双反应性两亲性PSA胆固醇衍生物（PSA-CS-CH），以探索PSA在靶向药物递送系统中的机会。制备PSA-CS-CH，F127混合胶束（PF-M）和纯F127胶束（FM）用于比较抗肿瘤实验。体外实验表明，PSA-CS-CH的修饰显着增加了细胞毒性和细胞摄取。PF-M在高GSH水平的酸性介质上具有优异的肿瘤微环境响应释放行为。体内荧光成像和抗肿瘤实验表明，PF-M具有优异的肿瘤靶向能力和强大的抑瘤能力。总之，可生物降解的PSA可能有助于癌症治疗。
• [EN] RELEASABLE CATIONIC LIPIDS FOR NUCLEIC ACIDS DELIVERY SYSTEMS<br/>[FR] LIPIDES CATIONIQUES LIBÉRABLES POUR SYSTÈMES D'ADMINISTRATION D'ACIDES NUCLÉIQUES
  申请人：ENZON PHARMACEUTICALS INC

  公开号：WO2010057155A1

  公开（公告）日：2010-05-20

  The present invention is directed to releasable cationic lipids and nanoparticle compositions for the delivery of nucleic acids and methods of modulating an expression of a target gene using the same. In particular, the invention relates to cationic lipids including an acid labile linker, and nanoparticle compositions containing the same.

  本发明涉及可释放的阳离子脂质和纳米颗粒组合物，用于传递核酸并利用其调节靶基因的表达的方法。具体而言，本发明涉及包含酸敏感连接剂的阳离子脂质和含有该连接剂的纳米颗粒组合物。
• In vitro–in vivo evaluation of hyaluronic acid-based amphiphilic copolymers for tumour targeted delivery: the role of hydrophobic groups
  作者：Zhihong Zhu、Dongyang Li、Yuenan Li、Xinggang Yang、Weisan Pan

  DOI：10.1039/c7ra03211k

  日期：——

  Polymeric micelles are widely used as suitable nano-carriers for a variety of therapeutic applications.

  聚合物胶束被广泛用作适合各种治疗应用的纳米载体。