cholesteryl 2-iodoacetate | 122316-35-2

• 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: cholesteryl 2-iodoacetate
• 英文别名: 3β-iodoacetoxy-cholest-5-ene；3β-Jodacetoxy-cholest-5-en；Cholesterol and monoiodoacetate；[(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] 2-iodoacetate
• CAS: 122316-35-2
• 化学式: C₂₉H₄₇IO₂
• 分子量: 554.595
• InChiKey: YYROTNSLTVSUFV-OHPSOFBHSA-N

物化性质

• 熔点：
  113-114 °C
• 沸点：
  550.1±33.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cholesteryl 2-iodoacetate 、 <3-(dimethylamino)propyl>trimethylammonium iodide 生成
  参考文献：
  名称：

  Nazih, Abdesslame; Cordier, Yves; Kolbe, Hanno V. J., Synlett, 2000, # 5, p. 635 - 636

  摘要：

  DOI：
• 作为产物：
  描述：

  cholesterol 在 丙酮 、 sodium iodide 作用下， 生成 cholesteryl 2-iodoacetate
  参考文献：
  名称：

  Dordoni et al., Ricerca Scientifica, 1951, vol. 21, p. 70,77

  摘要：

  DOI：

文献信息

• Design, Synthesis, Structure–Function Relationship, Bioconversion, and Pharmacokinetic Evaluation of Ertapenem Prodrugs
  作者：Sheo B. Singh、Diane Rindgen、Prudence Bradley、Takao Suzuki、Nengxue Wang、Hao Wu、Basheng Zhang、Li Wang、Chongmin Ji、Hongshi Yu、Richard M. Soll、David B. Olsen、Peter T. Meinke、Deborah A. Nicoll-Griffith

  DOI：10.1021/jm500879a

  日期：2014.10.23

  Described here are synthesis and biological evaluations of diversified groups of over 57 ertapenem prodrugs which include alkyl, methylenedioxy, carbonate, cyclic carbonate, carbamate esters, and esters containing active transport groups (e.g., carboxyl, amino acid, fatty acids, cholesterol) and macrocyclic lactones linking the two carboxyl groups. Many of the prodrugs were rapidly hydrolyzed in rat

  这里描述的是超过57种厄他培南前药的多样化基团的合成和生物学评估，这些药物包括烷基，亚甲二氧基，碳酸酯，环状碳酸酯，氨基甲酸酯以及含有活性转运基团（例如羧基，氨基酸，脂肪酸，胆固醇）和大环酯的酯连接两个羧基的内酯。许多前药在大鼠血浆中迅速水解，但在人血浆中不迅速水解，并且在模拟胃肠道液中稳定。通过犬内注射给药，二乙酯前药显示出最佳的总吸收（> 30％），这可能会通过制剂开发而得到改善。然而，其缓慢水解为厄他培南的速率也导致大量循环单酯代谢物的存在，这构成了显着的开发挑战。
• Nakamura, Naotake; Hanasaki, Tomonori; Onoi, Hidekazu, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993, vol. 225, p. 269 - 278
  作者：Nakamura, Naotake、Hanasaki, Tomonori、Onoi, Hidekazu

  DOI：——

  日期：——
• Synthetic Polymer Hybridization with DNA and RNA Directs Nanoparticle Loading, Silencing Delivery, and Aptamer Function
  作者：Zhun Zhou、Xin Xia、Dennis Bong

  DOI：10.1021/jacs.5b05481

  日期：2015.7.22

  We report herein discrete triplex hybridization of DNA and RNA with polyacrylates. Length-monodisperse triazine-derivatized polymers were prepared on gram-scale by reversible addition-fragmentation chain-transfer polymerization. Despite stereoregio backbone heterogeneity, the triazine polymers bind T/U-rich DNA or RNA with nanomolar affinity upon mixing in a 1:1 ratio, as judged by thermal melts, circular dichroism; gel-shift assays, and fluorescence quenching. We call these polyacrylates "bifacial polymer nucleic acids" (bP(o)NAs). Nucleic acid hybridization with bP(o)NA enables DNA loading onto polymer nanoparticles, siRNA silencing delivery, and can further serve as an allosteric trigger of RNA aptamer function. Thus, bP(o)NAs can serve as tools for both non-covalent bioconjugation and structure-function nucleation. It is anticipated that bP(o)NAs will have utility in both bio- and nanotechnology.