methanesulfonic acid 11-dibenzylaminoundecyl ester | 849122-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methanesulfonic acid 11-dibenzylaminoundecyl ester
• 英文别名: Methanesulfonic acid 11-dibenzylamino-undecyl ester；11-(dibenzylamino)undecyl methanesulfonate
• CAS: 849122-54-9
• 化学式: C₂₆H₃₉NO₃S
• 分子量: 445.667
• InChiKey: WJMCNNWBVGKKBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  31
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methanesulfonic acid 11-dibenzylaminoundecyl ester 在 palladium on activated charcoal ammonium formate 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 {(R)-3-[4-(11-Amino-undecyloxy)-phenyl]-1-hydroxymethyl-1-methyl-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  NBD-labeled derivatives of the immunomodulatory drug FTY720 as tools for metabolism and mode of action studies

  摘要：

  Fluorescently labeled chiral analogs of the immunomodulatory drug FTY720 and its corresponding phosphates with variable aliphatic spacers between the aromatic ring and the NBD label have been synthesized. Determining the influence of the spacer on the in vitro phosphorylation rate by SPHK1 and 2 resulted in the identification of NBD-(R)-AAL 1c,d which are phosphorylated with an efficiency comparable to that of the unlabeled FTY720 analog (R)-AAL. Furthermore, the NBD-(R)-AAL phosphates 10c,d were proven to be a functional SIP receptor agonist. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.038
• 作为产物：
  描述：

  11-(dibenzylamino)undecan-1-ol 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methanesulfonic acid 11-dibenzylaminoundecyl ester
  参考文献：
  名称：

  [EN] FLUORESCENT LABELED SPHINGOSINES
  [FR] SPHINGOSINES MARQUEES PAR FLUORESCENCE

  摘要：

  本发明涉及一种方法（测定），用于通过使用标记的鞘氨醇确定选择自鞘脂途径中涉及的一种鞘氨醇激酶和磷酸酶的活性。

  公开号：

  WO2005030780A1

文献信息

• Fluorescent Labeled Sphingosines
  申请人：Billich Andreas

  公开号：US20080318255A1

  公开（公告）日：2008-12-25

  The present invention relates to a method (assay) for determining the activity of an enzyme selected from the group consisting of a sphingosine kinase and a phosphatase involved in the sphingolipid pathway by use of a labeled sphingosine.

  本发明涉及一种方法（测定法），通过使用标记的鞘氨醇来确定从一组中选择的鞘脂途径中涉及的鞘氨醇激酶和磷酸酶的活性。
• FLUORESCENT LABELED SPHINGOSINES
  申请人：Novartis AG

  公开号：EP1670807A1

  公开（公告）日：2006-06-21
• [EN] FLUORESCENT LABELED SPHINGOSINES<br/>[FR] SPHINGOSINES MARQUEES PAR FLUORESCENCE
  申请人：NOVARTIS AG

  公开号：WO2005030780A1

  公开（公告）日：2005-04-07

  The present invention relates to a method (assay) for determining the activity of an enzyme selected from the group consisting of a sphingosine kinase and a phosphatase involved in the sphingolipid pathway by use of a labeled sphingosine.

  本发明涉及一种方法（测定），用于通过使用标记的鞘氨醇确定选择自鞘脂途径中涉及的一种鞘氨醇激酶和磷酸酶的活性。
• NBD-labeled derivatives of the immunomodulatory drug FTY720 as tools for metabolism and mode of action studies
  作者：Peter Ettmayer、Thomas Baumruker、Danilo Guerini、Diana Mechtcheriakova、Peter Nussbaumer、Markus B. Streiff、Andreas Billich

  DOI：10.1016/j.bmcl.2005.09.038

  日期：2006.1

  Fluorescently labeled chiral analogs of the immunomodulatory drug FTY720 and its corresponding phosphates with variable aliphatic spacers between the aromatic ring and the NBD label have been synthesized. Determining the influence of the spacer on the in vitro phosphorylation rate by SPHK1 and 2 resulted in the identification of NBD-(R)-AAL 1c,d which are phosphorylated with an efficiency comparable to that of the unlabeled FTY720 analog (R)-AAL. Furthermore, the NBD-(R)-AAL phosphates 10c,d were proven to be a functional SIP receptor agonist. (c) 2005 Elsevier Ltd. All rights reserved.