(2S,3S,5R,10S,12R,14R,15S,16S)-2-氨基-12,16-二甲基二十烷-3,5,10,14,15-五醇 | 145040-09-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (2S,3S,5R,10S,12R,14R,15S,16S)-2-氨基-12,16-二甲基二十烷-3,5,10,14,15-五醇
• 英文名称: HFB1
• 英文别名: aminopentol；(2S,3S,5R,10R,12S,14S,15R,16R)-2-amino-12,16-dimethylicosane-3,5,10,14,15-pentol
• CAS: 145040-09-1
• 化学式: C₂₂H₄₇NO₅
• 分子量: 405.619
• InChiKey: UWWVLQOLROBFTD-GADKELDLSA-N

物化性质

• 沸点：
  593.8±50.0 °C(Predicted)
• 密度：
  1.051±0.06 g/cm3(Predicted)
• 溶解度：
  溶于二甲基亚砜
• 碰撞截面：
  203 Ų [M-H]- [CCS Type: TW, Method: calibrated with polyalanine]

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  127
• 氢给体数：
  6
• 氢受体数：
  6

制备方法与用途

生物活性

Hydrolyzed Fumonisin B1（氨基戊醇）是真菌毒素Fumonisin B1的主要水解产物，其对神经酰胺合成酶的抑制作用相对较弱。

反应信息

• 作为反应物：
  描述：

  (2S,3S,5R,10S,12R,14R,15S,16S)-2-氨基-12,16-二甲基二十烷-3,5,10,14,15-五醇 在 camphor-10-sulfonic acid 、 sodium carbonate 、 2,2-二甲氧基丙烷 作用下， 以 水 为溶剂， 生成 N-benzyloxycarbonyl-HFB1 bis(acetonide)
  参考文献：
  名称：

  Relative and Absolute Configuration of the Fumonisin B1 Backbone

  摘要：

  DOI：

  10.1021/ja00099a100
• 作为产物：
  描述：

  fumonisin B1 在 氢氧化钾 作用下， 反应 24.0h， 生成 (2S,3S,5R,10S,12R,14R,15S,16S)-2-氨基-12,16-二甲基二十烷-3,5,10,14,15-五醇
  参考文献：
  名称：

  Relative and Absolute Configuration of the Fumonisin B1 Backbone

  摘要：

  DOI：

  10.1021/ja00099a100

文献信息

• Methods and uses of dissolved organic material fractions for binding metal ions
  申请人：NOBLEGEN INC.

  公开号：US10773978B2

  公开（公告）日：2020-09-15

  The present application discloses a method of binding a metal ion in water. The method comprises contacting the water with a fraction of dissolved organic material (DOM) to form a complex between the DOM fraction and the metal ion; and optionally separating the complex from the water. The present application also discloses a use of DOM for binding a metal ion in water.

  本申请公开了一种在水中结合金属离子的方法。该方法包括将水与一部分溶解有机物（DOM）接触，以在 DOM 部分和金属离子之间形成络合物；以及从水中分离络合物。本申请还公开了一种利用 DOM 在水中结合金属离子的方法。
• Pereira, Claney L.; Chen, Yi-Hung; McDonald, Frank E., Journal of the American Chemical Society, 2009, vol. 131, p. 6066 - 6067
  作者：Pereira, Claney L.、Chen, Yi-Hung、McDonald, Frank E.

  DOI：——

  日期：——
• METHODS AND USES OF DISSOLVED ORGANIC MATERIAL FRACTIONS FOR BINDING METAL IONS
  申请人：Noblegen Inc.

  公开号：EP3494093B1

  公开（公告）日：2022-05-18
• Chemical Transformation of Hydrolyzed Fumonisin B1 to Hydrolyzed Fumonisin B2
  作者：Farid A. Badria、Hamed K. Abbas、W. Thomas Shier

  DOI：10.1021/jf00056a006

  日期：1995.8

  The fumonisins, a series of sphingosine-analog mycotoxins produced by the ubiquitous corn contaminant Fusarium moniliforme, are an important food safety concern because they are tumor promoters with sufficient chemical stability to persist through normal food processing. Removing propane-1,2,3-tricarboxylic acid side chains produces hydrolyzed fumonisins (HF), including HFB1 and HFB2, which retain biological activity. Detection of hydrolyzed fumonisins in food products has created a need for efficient methods to prepare them for use as analytical standards. In the present study conversion of the more abundant HFB1 to HFB2 was accomplished by selectively protecting the hydroxyl groups to be retained as the bis(acetonide), deoxygenating the remaining free hydroxyl, and removing the blocking groups. Deoxygenation was accomplished by two methods: (i) free radical-initiated homolytic cleavage of the O-phenoxythiocarbonyl ester in the presence of tributyltin hydride and (ii) LiAlH4 reduction of the tosylate ester.
• Relative and Absolute Configuration of the Fumonisin B1 Backbone
  作者：Thomas R. Hoye、Jorge I. Jimenez、W. Thomas Shier

  DOI：10.1021/ja00099a100

  日期：1994.10