(2'S)-2'-O-(tetradecanoyl)-3'-O-(9Z,12Z,15Z-octadecatrienoyl)-glyceryl-β-D-galactopyranoside | 133174-17-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (2'S)-2'-O-(tetradecanoyl)-3'-O-(9Z,12Z,15Z-octadecatrienoyl)-glyceryl-β-D-galactopyranoside
• 英文别名: [(2S)-2-tetradecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
• CAS: 133174-17-1
• 化学式: C₄₁H₇₂O₁₀
• 分子量: 725.017
• InChiKey: JEHWHTLUXYQZGI-QNNOEWQMSA-N

物化性质

• 沸点：
  793.1±60.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  51
• 可旋转键数：
  34
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2'S)-2'-O-(tetradecanoyl)-3'-O-(9Z,12Z,15Z-octadecatrienoyl)-glyceryl-β-D-galactopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以1.7 mg的产率得到2,3-二羟基丙基吡喃己糖苷
  参考文献：
  名称：

  糖脂的研究。三，来自轴心培养的蓝细菌，Pormidium tenue的甘油糖脂。

  摘要：

  从树胶培养的蓝细菌P. tenue中分离出七种新的单半乳糖基二酰基甘油（1-7）和六种新的二半乳糖基二酰基甘油（11-16）。根据理化证据和使用脂肪酶（来自阿魏根霉）的酶促水解结果，阐明了它们的结构。单半乳糖基二酰基甘油（1-8）和二半乳糖基二酰基甘油（11-19）之间对P. tenue的抗藻活性比较表明，前者的活性比后者强。

  DOI：

  10.1248/cpb.39.2277

文献信息

• Studies on Glycolipids. III. Glyceroglycolipids from an Axenically Cultured Cyanobacterium, Phormidium tenue.
  作者：Nobutoshi MURAKAMI、Takashi MORIMOTO、Hideaki IMAMURA、Taisei UEDA、Shin-ichi NAGAI、Jinsaku SAKAKIBARA、Naoki YAMADA

  DOI：10.1248/cpb.39.2277

  日期：——

  Seven new monogalactosyl diacylglycerols (1-7) and six new digalactosyl diacylglycerols (11-16) were isolated from an axenically cultured cyanobacterium, P. tenue. Their structures were elucidated on the basis of physicochemical evidence and the results of enzymatic hydrolysis using a lipase (from Rhizopus arrhizus). Comparison of antialgal activity for P. tenue between monogalactosyl diacylglycerols (1-8)

  从树胶培养的蓝细菌P. tenue中分离出七种新的单半乳糖基二酰基甘油（1-7）和六种新的二半乳糖基二酰基甘油（11-16）。根据理化证据和使用脂肪酶（来自阿魏根霉）的酶促水解结果，阐明了它们的结构。单半乳糖基二酰基甘油（1-8）和二半乳糖基二酰基甘油（11-19）之间对P. tenue的抗藻活性比较表明，前者的活性比后者强。
• Selective preparation of sn-1 and sn-2 lysogalactolipids by enzymatic hydrolysis using lipase (from Rhizopus arrhizus)
  作者：Nobutoshi Murakami、Hideaki Imamura、Takashi Morimoto、Taisei Ueda、Shin-ichi Nagai、Jinsaku Sakakibara、Naoki Yamada

  DOI：10.1016/s0040-4039(00)79660-2

  日期：1991.3

  Selective and quantitative transformations of galactolipids into sn-1 and sn-2 lysogalactolipids by the use of lipase (from Rhizopus arrhizus) were developed.
• Enzymatic transformation of glyceroglycolipids into sn-1 and sn-2 lysoglyceroglycolipids by use of Rhizopus arrhizus lipase
  作者：Nobutoshi Murakami、Takashi Morimoto、Hideaki Imamura、Akito Nagatsu、Jinsaku Sakakibara

  DOI：10.1016/s0040-4020(01)85063-8

  日期：1994.2

  Lipase from Rhizopus arrhizus catalyzed deacylation of two classes of glyceroglycolipids, monogalactosyl diacylglycerol(MGDG), and digalactosyl diacylglycerol(DGDG), proceeded regiospecifically to furnish sn-1 lysoglyceroglycolipids quantitatively. The lipase also catalyzed complete acyl migration of sn-1 lysoglycerogalacto-lipids leading to sn-2 lysoglycerogalactolipids.