octadecyl β-D-maltoside

• 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: octadecyl β-D-maltoside
• 英文别名: mal-β-OC18；(2R,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
• 化学式: C₃₀H₅₈O₁₁
• 分子量: 594.784
• InChiKey: JWBZIYAYZBOSNC-RXPFOTKCSA-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 octadecyl β-D-maltoside
  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

• Solution Properties of Alkyl β‐D‐Maltosides
  作者：Zhencao Li、Guoyong Chen、Langqiu Chen、Yanhua Zhang、Zhiyong Dai

  DOI：10.1002/jsde.12281

  日期：2019.7

  Alkyl β‐D‐maltosides are an important class of sugar‐based nonionic surfactants and have been widely studied. Nevertheless, it is still necessary to investigate further their amphiphilic structure‐surface property relationships. In this article, we reported a series of properties of synthetic alkyl β‐D‐maltosides (6a–6i, n = 6–18) including their hydrophilic–lipophilic balance (HLB) number, water solubility

  烷基β-D-麦芽糖苷是一类重要的基于糖的非离子表面活性剂，已得到广泛研究。然而，仍然有必要进一步研究它们的两亲结构-表面性质关系。在本文中，我们报告了合成烷基β-D-麦芽糖苷（6a - 6i，n = 6-18），包括其亲水亲脂平衡（HLB）值，水溶性，吸湿性，保湿能力，起泡能力，表面张力，热致变相行为和皮肤刺激性。它们的HLB值和水溶性随着烷基链长度的增加而降低。己基β-D-麦芽糖苷表现出最强的吸湿性和保湿能力。癸基β-D-麦芽糖苷和十二烷基β-D-麦芽糖苷具有出色的发泡能力和发泡稳定性。此外，烷基β - D-麦芽糖苷的临界胶束浓度（CMC）（6a - 6g，n  = 6-14）及其在CMC处的表面张力随着烷基链长度的增加而降低。最后，烷基β-D-麦芽糖苷（6a– 6g）在皮肤刺激性评估中应被视为安全的表面活性剂。