(2S,3R,4E)-2-azaniumyl-3-hydroxyoctadec-4-en-1-yl 6-O-sulfonato-beta-D-galactopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: (2S,3R,4E)-2-azaniumyl-3-hydroxyoctadec-4-en-1-yl 6-O-sulfonato-beta-D-galactopyranoside
• 英文别名: [(2R,3R,4S,5R,6R)-6-[(E,2S,3R)-2-azaniumyl-3-hydroxyoctadec-4-enoxy]-3,4,5-trihydroxyoxan-2-yl]methyl sulfate
• 化学式: C24H47NO10S
• 分子量: 541.7
• InChiKey: UIEYIJKBVSNMMH-PIIMIWFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  36
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  197
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  PAPS 、 Psychosine(1+) 生成 (2S,3R,4E)-2-azaniumyl-3-hydroxyoctadec-4-en-1-yl 6-O-sulfonato-beta-D-galactopyranoside 、 Adenosine 3',5'-bismonophosphate(4-) 、 氢(+1)阳离子
  参考文献：
  名称：

  ENZYMIC SYNTHESIS OF PSYCHOSINE SULPHATE

  摘要：

  Abstract—An enzyme which catalyses the synthesis of psychosine sulphate by the transfer of [35S]sulphate from 3′‐phosphoadenosine 5′‐phosphosulphate to galactosyl‐sphingosine has been demonstrated in the brain of the young mouse. The enzyme activity appears to be bound to a microsomal fraction which is spun down with the synaptosomes. The product of the incubation mixture has been characterized as psychosine sulphate by a variety of TLC separations and other chemical procedures. Several parameters (detergent, cations, substrate and 3′‐phosphoadenosine 5′‐phosphosulphate concentrations, pH and incubation time), affecting the 3′‐phosphoadenosine 5′‐phosphosulphate‐psychosine sulphotrans‐ferase activity, have also been investigated. In the normal mouse brain there is a maximum enzyme activity at 17–19 days after birth, which is the period of most rapid myelin formation. In the brains of Jimpy mice, mutants with myelin deficiency, the activity is reduced and reaches a maximum around the 13th day. The lower activity correlates with the small amounts of sulphatides in Jimpy mouse brains. The results are discussed and related to present knowledge of galactolipid biosynthesis.

  DOI：

  10.1111/j.1471-4159.1972.tb06224.x

文献信息

• A METHOD OF DIAGNOSING CANCER BASED ON LIPIDOMIC ANALYSIS OF A BODY FLUID
  申请人：UNIVERZITA PARDUBICE

  公开号：US20200363419A1

  公开（公告）日：2020-11-19

  A method of diagnosing cancer based on lipidomic analysis of a body fluid taken from the body of a patient is disclosed. The method includes the steps of spiking of the sample with a set of internal standards having at least one internal standard for each lipid class present in the sample, subsequently processing the sample by liquid-liquid lipidomic extraction or by solid phase lipidomic extraction, measurement of the processed sample by a mass spectrometry method, determining concentrations for at least 51, more preferably for all lipids present at a level above detection threshold of the mass spectrometry method, statistical evaluation of the determined concentrations of the lipids, the statistical evaluation determining the level of probability of the patient suffering from cancer, or optionally from a specific type of cancer.
• ENZYMIC SYNTHESIS OF PSYCHOSINE SULPHATE
  作者：J.-L. Nussbaum、P. Mandel

  DOI：10.1111/j.1471-4159.1972.tb06224.x

  日期：1972.7

  Abstract—An enzyme which catalyses the synthesis of psychosine sulphate by the transfer of [35S]sulphate from 3′‐phosphoadenosine 5′‐phosphosulphate to galactosyl‐sphingosine has been demonstrated in the brain of the young mouse. The enzyme activity appears to be bound to a microsomal fraction which is spun down with the synaptosomes. The product of the incubation mixture has been characterized as psychosine sulphate by a variety of TLC separations and other chemical procedures. Several parameters (detergent, cations, substrate and 3′‐phosphoadenosine 5′‐phosphosulphate concentrations, pH and incubation time), affecting the 3′‐phosphoadenosine 5′‐phosphosulphate‐psychosine sulphotrans‐ferase activity, have also been investigated. In the normal mouse brain there is a maximum enzyme activity at 17–19 days after birth, which is the period of most rapid myelin formation. In the brains of Jimpy mice, mutants with myelin deficiency, the activity is reduced and reaches a maximum around the 13th day. The lower activity correlates with the small amounts of sulphatides in Jimpy mouse brains. The results are discussed and related to present knowledge of galactolipid biosynthesis.