cel-β-OC18 | 122119-31-7

• 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: cel-β-OC18
• 英文别名: octadecyl-(O⁴-β-D-glucopyranosyl-β-D-glucopyranoside)；Octadecyl-(O⁴-β-D-glucopyranosyl-β-D-glucopyranosid)；(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-octadecoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 122119-31-7
• 化学式: C₃₀H₅₈O₁₁
• 分子量: 594.784
• InChiKey: JWBZIYAYZBOSNC-ALIVVCTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  41
• 可旋转键数：
  22
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  硬脂醇 在 甲醇 、 三氟化硼乙醚 、 sodium methylate 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 cel-β-OC18
  参考文献：
  名称：

  Thermotropic and lyotropic properties of long chain alkyl glycopyranosides. Part II. Disaccharide headgroups

  摘要：

  We have investigated the thermotropic and lyotropic properties of some long chain alkyl glycosides with disaccharide headgroups. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method, Fourier-transform Infrared (FTIR) spectroscopy, X-ray diffraction and small angle neutron scattering. A broad thermotropic as well as lyotropic polymorphism was found. The compounds displayed thermotropic S-A (lamellar) and cubic phases, and the investigation of the lyotropic phase behaviour led to the observation of inverted bicontinuous cubic V-II phases, lamellar L-alpha phases, normal bicontinuous cubic V-I phases, normal columnar H-I phases, normal discontinuous cubic I-I f phases and lyotropic cholesteric phases. The phases are discussed with respect to the chemical structures that have been varied systematically to derive structure-property relationships. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.

  DOI：

  10.1016/s0009-3084(00)00151-1

文献信息

• Thermotropic Liquid Crystals Based on Oligosaccharides.<i>n</i>-Alkyl 1-<i>O</i>-<i>β</i>-D-Cellobiosides
  作者：Yung-Dae Ma、Akihiko Takada、Makoto Sugiura、Takeshi Fukuda、Takeaki Miyamoto、Junji Watanabe

  DOI：10.1246/bcsj.67.346

  日期：1994.2

  n-Alkyl 1-O-β-d-cellobiosides with an alkyl length ranging from 7 to 18 in carbon number m were synthesized, and their thermal properties were studied in comparison with those of the already-known monosaccharide homologues, n-alkyl 1-O-β-d-glucopyranosides. The cellobiosides were found to exhibit a thermotropic mesophase at higher temperatures than the glucopyranosides. Depending on m and thermal history, the cellobiosides showed various textures such as homeotropic, transient bâtonnets, polygonal, and fan-shaped textures. Like in the case of the monosaccharide homologues, the difficulty of aligning the samples prohibited a full classification of the mesophase, but the X-ray diffractograms of the unaligned cellobiosides indicated that their mesophase belongs to smectic A(or less possibly, smectic C). The m dependence of the lamella thickness was much weaker than (about half) that of the monosaccharide homologues. Possible molecular arrangements of the cellobiosides in the mesophase were presented.

  合成了碳数范围在7到18之间的n-烷基-1-O-β-D-纤维二糖苷,并与已知的单糖同系物n-烷基-1-O-β-D-吡喃葡萄糖苷进行了热性能比较研究。研究发现,纤维二糖苷在比葡萄糖苷更高的温度下表现出热致介晶相。根据烷基链长和热历史的不同,纤维二糖苷呈现出均向性、短暂的杆状、多边形和扇形等不同织构。与单糖同系物类似,由于样品取向困难,无法对介晶相进行完整分类,但未取向纤维二糖苷的X射线衍射图谱表明其介晶相属于层状A相(或较小可能为层状C相)。层厚度随烷基链长的变化比单糖同系物弱得多(约为后者的一半)。文中还提出了纤维二糖苷在介晶相中可能的分子排列方式。
• Hori, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1958, vol. 78, p. 999,1001
  作者：Hori

  DOI：——

  日期：——
• Thermotropic and lyotropic properties of long chain alkyl glycopyranosides. Part II. Disaccharide headgroups
  作者：H.M von Minden、K Brandenburg、U Seydel、M.H.J Koch、V Garamus、R Willumeit、V Vill

  DOI：10.1016/s0009-3084(00)00151-1

  日期：2000.8

  We have investigated the thermotropic and lyotropic properties of some long chain alkyl glycosides with disaccharide headgroups. The thermotropism was measured with polarising microscopy and additionally the lyotropism with the contact preparation method, Fourier-transform Infrared (FTIR) spectroscopy, X-ray diffraction and small angle neutron scattering. A broad thermotropic as well as lyotropic polymorphism was found. The compounds displayed thermotropic S-A (lamellar) and cubic phases, and the investigation of the lyotropic phase behaviour led to the observation of inverted bicontinuous cubic V-II phases, lamellar L-alpha phases, normal bicontinuous cubic V-I phases, normal columnar H-I phases, normal discontinuous cubic I-I f phases and lyotropic cholesteric phases. The phases are discussed with respect to the chemical structures that have been varied systematically to derive structure-property relationships. (C) 2000 Elsevier Science Ireland Ltd. All rights reserved.