12-(2,2,2-trifluoroacetamido)dodecanoic acid | 124051-56-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 12-(2,2,2-trifluoroacetamido)dodecanoic acid
• 英文别名: 12-N-(trifluoroacetylamino)dodecanoic acid；N-Trifluoroacetyl 12-aminododecanoic acid；Dodecanoic acid, 12-[(trifluoroacetyl)amino]-；12-[(2,2,2-trifluoroacetyl)amino]dodecanoic acid
• CAS: 124051-56-5
• 化学式: C₁₄H₂₄F₃NO₃
• 分子量: 311.345
• InChiKey: BGMHCFDQJXHECB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  12-(2,2,2-trifluoroacetamido)dodecanoic acid 在 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 12-amino-N-((2S,3S,4R)-3,4-dihydroxy-1-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)octadecan-2-yl)dodecanamide
  参考文献：
  名称：

  Synthesis of NBD-α-galactosylceramide and Its Immunologic Properties

  摘要：

  [GRAPHICS]A representative alpha-galactosylceramide (alpha-GalCer), KRN7000, can activate NKT cells through CD1d molecules, which play an essential role in the generation of the strong antitumor activity of KRN7000, Our previous study has demonstrated that alpha-GalCer binds directly to CD1d molecules. However, it is controversial whether Cold binds a-GalCer in endosomal compartments, To address this question, we synthesized NBD-alpha-GalCer, which has strong fluorescent properties. We found that the NBD-alpha-GalCer has immunostimulatory activity that is stronger than that of KRN7000.

  DOI：

  10.1021/ol9900111
• 作为产物：
  描述：

  三氟乙酸甲酯 、 12-氨基十二酸 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以92%的产率得到12-(2,2,2-trifluoroacetamido)dodecanoic acid
  参考文献：
  名称：

  COMPOUND OR SALT THEREOF, NATURAL KILLER T CELL ACTIVATOR, AND PHARMACEUTICAL COMPOSITION

  摘要：

  该发明提供了一种能够激活自然杀伤T细胞的化合物或其盐，包含这种化合物或其盐的自然杀伤T细胞激活剂，以及一种药物组合物。该发明的化合物是由以下式（1）表示的化合物或其盐。最好的情况是，在式（1）中R1中的单价碳氢化合物基中的碳原子数（不包括取代基）和X1中的双价碳氢化合物基中的碳原子数总和为5至50。自然杀伤T细胞激活剂含有上述化合物或其盐。药物组合物含有上述化合物或其药理学上可接受的盐。

  公开号：

  US20200207798A1

文献信息

• Regulators of the hedgehog pathway, compositions and uses related thereto
  申请人：Beachy A. Philip

  公开号：US20060128639A1

  公开（公告）日：2006-06-15

  The present invention makes available, inter alia, methods and reagents for modulating smoothened-dependent pathway activation. In certain embodiments, the subject methods can be used to counteract the phenotypic effects of unwanted activation of a hedgehog pathway, such as resulting from hedgehog gain-of-function, ptc loss-of-function or smoothened gain-of-function mutations.

  本发明提供了调节平滑蛋白依赖性通路激活的方法和试剂等。在某些实施例中，这些方法可用于对抗由于刺猬增强功能、ptc失去功能或平滑蛋白增强功能突变引起的刺猬通路不必要激活的表型效应。
• Compound or salt thereof, natural killer T cell activator, and pharmaceutical composition
  申请人：KEIO UNIVERSITY

  公开号：US10919926B2

  公开（公告）日：2021-02-16

  Problems of the present invention is to provide a novel compound or a salt thereof capable of activating natural killer T cell, a natural killer T cell activating agent containing such a compound or a salt thereof, and a pharmaceutical composition. The compound of the present invention is a compound represented by the following formula (1) or a salt thereof. It is preferable that total carbon number of the number of carbon atoms in the monovalent hydrocarbon group in R1 in the formula (1) excluding a sustitutent and the number of carbon atoms in the divalent hydrocarbon group in X1 is 5 to 50. The natural killer T cell activating agent contains the aforementioned compound or a salt thereof. The pharmaceutical composition contains the aforementioned compound or a pharmacologically acceptable salt thereof.

  本发明的问题是提供一种能够激活自然杀伤 T 细胞的新型化合物或其盐，一种含有这种化合物或其盐的自然杀伤 T 细胞激活剂，以及一种药物组合物。 本发明的化合物是由下式（1）代表的化合物或其盐。在式(1)中，除去助剂的R1中一价烃基的碳原子数和X1中二价烃基的碳原子数的总碳数最好为5至50。自然杀伤 T 细胞激活剂含有上述化合物或其盐。药物组合物含有上述化合物或其药理学上可接受的盐。
• REGULATORS OF THE HEDGEHOG PATHWAY, COMPOSITIONS AND USES RELATED THERETO
  申请人：Johns Hopkins University School of Medicine

  公开号：EP1235851B1

  公开（公告）日：2006-05-31
• End-to-end correlation for a C-12 hydrocarbon chain
  作者：Shawn Wagner、Alexander A. Nevzorov、Jack H. Freed、Robert G. Bryant

  DOI：10.1016/s1090-7807(02)00143-x

  日期：2003.2

  The F-19 nuclear spin-lattice relaxation rate constants were measured as a function of magnetic field strength for 1,12-diaminododecane labeled at one end with a nitroxide radical and at the other with a trifluoromethyl group. The magnetic relaxation dispersion profile (MRD) reports the spectral density function appropriate to the end-to-end correlation function for the doubly labeled molecule. After extrapolation to zero concentration to eliminate the intermolecular relaxation contribution to relaxation, the resulting intramolecular MRD profile was compared with several model approaches. The rotational model for the spectral density functions as included in the Solomon-Bloembergen-Morgan equations does not describe the data well. The earlier model of Freed for nuclear spin relaxation induced by a freely diffusing paramagnetic co-solute is not rigorous for this case because the paramagnet is tethered to the observed nuclear spin and only a restricted space in the immediate vicinity of the nuclear spin is accessible for pseudo-translational diffusion of one end of the molecule with respect to the other. A generalization of the Torrey model for magnetic relaxation by translational diffusion developed by Nevzorov and Freed, which includes the effect of restrictions imposed by the finite length of the chain, describes the experiment within experimental errors. A simple modification of the Hwang-Freed model that does not specifically include the dynamical effects of the finite tether also provides a good approximation to the data when the tether chain is sufficiently long. (C) 2003 Elsevier Science (USA). All rights reserved.
• Synthesis And Properties Of Oligonucleotides Containing A Cholesterol Thymidine Monomer
  作者：Adeline Durand、Tom Brown

  DOI：10.1080/15257770701501534

  日期：2007.11.26

  Highly selective base-pair recognition makes DNA a suitable, building block for orderly self assembled structures. For some applications in nanotechnology DNA complexes need to be fixed onto surfaces. 7 fulfil this requirement on lipid membranes we have synthesised a thymidine monomer modified with a cholesterol moiety. Solution studies show that the melting temperature (T-m) of the duplex, with adjacent cholesterols on each strand, is much higher than that of the unmodified duplex.