| 933058-10-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• CAS: 933058-10-7
• 化学式: C₈₃H₁₂₂N₆O₃₅
• 分子量: 1763.9
• InChiKey: WSWINFPMLBKCCJ-JBOBUKLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.5
• 重原子数：
  124.0
• 可旋转键数：
  43.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  629.2
• 氢给体数：
  21.0
• 氢受体数：
  35.0

反应信息

• 作为反应物：
  描述：

  在 sialidase A (Arthrobacter ureafaciens) 、 sialidase-reaction buffer 作用下， 以 水 为溶剂， 反应 144.0h， 以65%的产率得到
  参考文献：
  名称：

  Synthesis of reference standards to enable single cell metabolomic studies of tetramethylrhodamine-labeled ganglioside GM1

  摘要：

  Ganglioside GM1 and its seven potential catabolic products: asialo-GM1, GM2, asialo-GM2, GM3, Lac-Cer, Glc-Cer and Cer, were labeled with tetramethylrhodamine (TMR) to permit ultra-sensitive analysis using laser-induced fluorescence (LIF) detection. The preparation involved acylation of the homogenous C-18 lyso-forms of GM1, Lac-Cer, Glc-Cer and Cer with the N-hydroxysuccinimide ester of a beta-alanine-tethered 6-TMR derivative, followed by conversion of these labeled products using galactosidase, sialidase, and sialyltransferase enzymes. The TMR-glycolipid analogs produced are detectable on TLC down to the I ng level by the naked eye. All eight compounds could be separated within 4 min in capillary electrophoresis where they could be detected at the zeptomole (ca. 1000 molecule) level using LIF. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.002
• 作为产物：
  描述：

  6-tetramethylrhodamine-(N-hydroxysuccinimidyl-β-alanine)-amide 、 C₁₈-lyso-GM1 在 N,N-二异丙基乙胺 作用下， 以 氯仿 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以87%的产率得到
  参考文献：
  名称：

  Synthesis of reference standards to enable single cell metabolomic studies of tetramethylrhodamine-labeled ganglioside GM1

  摘要：

  Ganglioside GM1 and its seven potential catabolic products: asialo-GM1, GM2, asialo-GM2, GM3, Lac-Cer, Glc-Cer and Cer, were labeled with tetramethylrhodamine (TMR) to permit ultra-sensitive analysis using laser-induced fluorescence (LIF) detection. The preparation involved acylation of the homogenous C-18 lyso-forms of GM1, Lac-Cer, Glc-Cer and Cer with the N-hydroxysuccinimide ester of a beta-alanine-tethered 6-TMR derivative, followed by conversion of these labeled products using galactosidase, sialidase, and sialyltransferase enzymes. The TMR-glycolipid analogs produced are detectable on TLC down to the I ng level by the naked eye. All eight compounds could be separated within 4 min in capillary electrophoresis where they could be detected at the zeptomole (ca. 1000 molecule) level using LIF. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.10.002