(S)-4-[(E)-(R)-1-(2-chloroacetoxy)-13-hydroxytridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester | 688008-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (S)-4-[(E)-(R)-1-(2-chloroacetoxy)-13-hydroxytridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (4S)-4-[(E,1R)-1-(2-chloroacetyl)oxy-13-hydroxytridec-2-enyl]-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS: 688008-52-8
• 化学式: C₂₅H₄₄ClNO₆
• 分子量: 490.08
• InChiKey: HAIYQJJAQIAXTM-ODOOKIQISA-N

物化性质

• 沸点：
  564.5±45.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-4-[(E)-(R)-1-(2-chloroacetoxy)-13-hydroxytridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (S)-4-[(E)-(R)-1-hydroxy-13-(pyrene-1-carbonyloxy)tridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Fluorescence-labeled sphingosines as substrates of sphingosine kinases 1 and 2

  摘要：

  Fluorescently labeled D-erythro-sphingosines have been successfully synthesized in 9 and 12 steps starting from commercially available Garner aldehyde. Determining the influence of the nature, position and linkage of the label on the in vitro phosphorylation rate by sphingosine kinases 1 and 2 resulted in the identification of a pyrene- and a NBD-labeled sphingosine which are both phosphorylated with efficiency comparable to the natural substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.099
• 作为产物：
  描述：

  10-溴-1-癸醇 在 吡啶 、 正丁基锂 、 氨 、 4-甲基苯磺酸吡啶 、 lithium 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 二甲基亚砜 、 丙酮 为溶剂， 反应 8.0h， 生成 (S)-4-[(E)-(R)-1-(2-chloroacetoxy)-13-hydroxytridec-2-enyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Fluorescence-labeled sphingosines as substrates of sphingosine kinases 1 and 2

  摘要：

  Fluorescently labeled D-erythro-sphingosines have been successfully synthesized in 9 and 12 steps starting from commercially available Garner aldehyde. Determining the influence of the nature, position and linkage of the label on the in vitro phosphorylation rate by sphingosine kinases 1 and 2 resulted in the identification of a pyrene- and a NBD-labeled sphingosine which are both phosphorylated with efficiency comparable to the natural substrate. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.12.099

文献信息

• [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。
• 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
• Fluorescence-labeled sphingosines as substrates of sphingosine kinases 1 and 2
  作者：Peter Ettmayer、Andreas Billich、Thomas Baumruker、Diana Mechtcheriakova、Heide Schmid、Peter Nussbaumer

  DOI：10.1016/j.bmcl.2003.12.099

  日期：2004.3

  Fluorescently labeled D-erythro-sphingosines have been successfully synthesized in 9 and 12 steps starting from commercially available Garner aldehyde. Determining the influence of the nature, position and linkage of the label on the in vitro phosphorylation rate by sphingosine kinases 1 and 2 resulted in the identification of a pyrene- and a NBD-labeled sphingosine which are both phosphorylated with efficiency comparable to the natural substrate. (C) 2004 Elsevier Ltd. All rights reserved.