phosphatidyl-N,N-dimethylethanolamine | 62715-59-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: phosphatidyl-N,N-dimethylethanolamine
• 英文别名: D,L-(α-Glyceryl)-2-(dimethylammonium)-aethylphosphat；2,3-Dihydroxypropyl 2-(dimethylamino)ethyl hydrogen phosphate
• CAS: 62715-59-7
• 化学式: C₇H₁₈NO₆P
• 分子量: 243.197
• InChiKey: KYLYEZUDQSQIRP-UHFFFAOYSA-N

物化性质

• 沸点：
  405.0±55.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.6
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.5
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  phosphatidyl-N,N-dimethylethanolamine 、 11-叠氮十一酸,11-AZIDO-UNDECANOICACID 在 N,N'-羰基二咪唑 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以1.11 g的产率得到
  参考文献：
  名称：

  Photocrosslinking and Click Chemistry Enable the Specific Detection of Proteins Interacting with Phospholipids at the Membrane Interface

  摘要：

  New lipid analogs mimicking the abundant membrane! phospholipid phosphatidylcholine were developed to photocrosslink proteins interacting with phospholipid headgroups at the membrane interface. In addition to either a phenylazide or benzophenone photoactivatable moiety attached to the headgroup, the lipid analogs contained azides attached as baits to the acyl chains. After photocrosslinking in situ in the biomembrane, these baits were used for the attachment of a fluorescent tetramethylrhodamine alkyne conjugate or a biotin-alkyne conjugate using click chemistry, allowing for the selective detection and purification of crosslink products, respectively, Proteins crosslinked to the lipid analogs in inner mitochondrial membranes from Saccharomyces cerevisiae were detected and subsequently identified by mass spectrometry. Established interaction partners of phosphatidylcholine were found, as well as known integral and peripheral inner membrane proteins, and proteins that were not previously considered mitochondrial inner membrane proteins.

  DOI：

  10.1016/j.chembiol.2008.11.009
• 作为产物：
  描述：

  2,3-二羟丙基(2-(三甲基铵)乙基)磷酸酯 在 三乙烯二胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 phosphatidyl-N,N-dimethylethanolamine
  参考文献：
  名称：

  Photocrosslinking and Click Chemistry Enable the Specific Detection of Proteins Interacting with Phospholipids at the Membrane Interface

  摘要：

  New lipid analogs mimicking the abundant membrane! phospholipid phosphatidylcholine were developed to photocrosslink proteins interacting with phospholipid headgroups at the membrane interface. In addition to either a phenylazide or benzophenone photoactivatable moiety attached to the headgroup, the lipid analogs contained azides attached as baits to the acyl chains. After photocrosslinking in situ in the biomembrane, these baits were used for the attachment of a fluorescent tetramethylrhodamine alkyne conjugate or a biotin-alkyne conjugate using click chemistry, allowing for the selective detection and purification of crosslink products, respectively, Proteins crosslinked to the lipid analogs in inner mitochondrial membranes from Saccharomyces cerevisiae were detected and subsequently identified by mass spectrometry. Established interaction partners of phosphatidylcholine were found, as well as known integral and peripheral inner membrane proteins, and proteins that were not previously considered mitochondrial inner membrane proteins.

  DOI：

  10.1016/j.chembiol.2008.11.009

文献信息

• Ring Opening of Glycerol Cyclic Phosphates Leads to a Diverse Array of Potentially Prebiotic Phospholipids
  作者：Maiia Aleksandrova、Fidan Rahmatova、David A. Russell、Claudia Bonfio

  DOI：10.1021/jacs.3c07319

  日期：2023.11.29

  glycerol-2,3-cyclic phosphate undergoes ring opening with combinations of prebiotic amino alcohols to yield complex phospholipid headgroups. Importantly, this pathway selects for the formation of 2-amino alcohol-bearing phospholipid headgroups and enables the accumulation of their natural regioisomers. Finally, we show that the dry-state ring opening of cyclic lysophosphatidic acids leads to a range

  磷脂是生命各个领域细胞膜的主要成分，但磷脂如何以及何时出现在早期地球上仍然未知。紧迫的是，大多数复杂磷脂的益生元合成依赖于早期地球上尚未显示可用的底物。在这里，我们描述了多种复杂磷脂及其构建模块的潜在益生元合成。首先，我们证明了早期地球上胆碱可能是通过乙醇胺的逐步N-甲基化产生的。其次，采用系统化学方法，我们证明了内在活化的甘油-2,3-环磷酸酯与益生元氨基醇的组合进行开环，产生复杂的磷脂头基。重要的是，该途径选择形成带有 2-氨基醇的磷脂头基，并能够积累其天然区域异构体。最后，我们证明环状溶血磷脂酸的干态开环会产生一系列自组装溶血磷脂。我们的研究结果为现代磷脂的关键中间体提供了新的益生元途径，并阐明了细胞膜的潜在起源和进化。
• A chromatography packing
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP2700445A1

  公开（公告）日：2014-02-26

  The present invention relates to a chromatography packing wherein the phosphorylcholine groups, represented by the following formula (3-1), are chemically directly bonded to the carrier surface.

  本发明涉及一种色谱填料，其中由下式（3-1）表示的磷酸胆碱基团与载体表面直接化学键合。
• BIOMARKERS FOR DIAGNOSING MULTIPLE SCLEROSIS, AND METHODS THEREOF
  申请人：Phenomenome Discoveries Inc.

  公开号：EP3231789A1

  公开（公告）日：2017-10-18

  The present invention describes methods for the diagnosis and differential diagnosis of the different forms of multiple sclerosis. The methods measure the intensities of specific small molecules called metabolites in samples from patients with clinically diagnosed relapsing-remitting or primary-progressive forms of multiple sclerosis and compare these intensities to the intensities observed in a population of healthy individuals, thus identifying markers of multiple sclerosis. A method is also provided for the differential diagnosis of subjects afflicted with relapsing-remitting multiple sclerosis from secondary-progressive multiple sclerosis.

  本发明描述了诊断和鉴别诊断不同形式多发性硬化症的方法。这些方法测量临床诊断为复发-缓解型或原发性进展型多发性硬化症患者样本中被称为代谢物的特定小分子的强度，并将这些强度与在健康人群中观察到的强度进行比较，从而确定多发性硬化症的标记物。此外，还提供了一种方法，用于鉴别诊断复发缓解型多发性硬化症患者和继发性进展型多发性硬化症患者。
• Contact lens with phosphorylcholine-modified polyvinylalcohols therein
  申请人：Alcon Inc.

  公开号：US11061169B2

  公开（公告）日：2021-07-13

  The invention is generally related to a soft contact lens which comprises a hydrogel lens body and a coating thereon and to a method for producing the same. The hydrogel lens body is composed of a crosslinked polymeric material comprising repeating units of at least one arylborono-containing vinylic monomer having a boronic acid group, and the coating comprises a layer of a phosphorylcholine-containing polymer which comprises (a) repeating units of vinyl alcohol, and (b) repeating units of 6-membered acetal ring substituted with a phosphorylcholine-containing group. The coating is covalently-attached to the hydrogel lens body through cyclic boronic ester linkages each formed between one of the boronic acid groups of the crosslinked polymeric material and one of the 1,2-diol and 1,3-diol moieties of the phosphorylcholine-containing polymer.

  本发明一般涉及一种软性隐形眼镜，该隐形眼镜由水凝胶镜片本体和镜片上的涂层组成，还涉及生产该隐形眼镜的方法。水凝胶镜片本体由交联聚合物材料组成，该材料包括至少一种具有硼酸基团的含芳基硼酸乙烯基单体的重复单元，涂层包括一层含磷酰胆碱聚合物，该聚合物包括（a）乙烯醇的重复单元和（b）被含磷酰胆碱基团取代的 6 元缩醛环的重复单元。涂层通过交联聚合物材料的一个硼酸基团与含磷酸胆碱聚合物的一个 1,2-二醇和 1,3-二醇基团之间形成的环状硼酸酯键共价连接到水凝胶镜片本体上。
• Phuong,N.H. et al., Bulletin de la Societe Chimique de France, 1975, p. 2326 - 2328
  作者：Phuong,N.H. et al.

  DOI：——

  日期：——