palmitic acid lysophosphatidylethanolamine | 19805-23-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: palmitic acid lysophosphatidylethanolamine
• 英文别名: 1-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine；lyso palmitoylphosphatidylethanolamine；[3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-hydroxypropyl]hexadecanoate；LysoPE 16:0；(+/-)-3-{[(2-aminoethoxy)hydroxyphosphinoyl]oxy}-2-hydroxypropyl hexadecanoate；DL-1-O-Palmitoyl-glycerin-3-phosphorsaeure-(2-amino-ethylester)；1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine；lys-oPE；2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) phosphate
• CAS: 19805-23-3
• 化学式: C₂₁H₄₄NO₇P
• 分子量: 453.557
• InChiKey: YVYMBNSKXOXSKW-UHFFFAOYSA-N

物化性质

• 沸点：
  576.5±60.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,7-dioxo-heptanoic acid 9H-fluoren-9-ylmethyl ester 、 palmitic acid lysophosphatidylethanolamine 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 20.0h， 以69%的产率得到hexadecanoic acid 3-[(2-{2-[2-(9H-fluoren-9-ylmethoxycarbonyl)ethyl]-pyrrol-1-yl}-ethoxy)-hydroxy-phosphoryloxy]-2-hydroxy-propyl ester
  参考文献：
  名称：

  Synthesis and structural characterization of carboxyethylpyrrole-modified proteins: mediators of age-related macular degeneration

  摘要：

  Protein modifications in which the e-amino group of lysyl residues is incorporated into a 2-(omega-carboxy-ethyl)pyrrole (CEP) are mediators of age-related macular degeneration (AMD). They promote both angiogenesis into the retina ('wet AMD') and geographic retinal atrophy ('dry AMD'). Blood levels of CEPs are biomarkers for clinical prognosis of the disease. To enable mechanistic studies of their role in promoting AMD, for example, through the activation of B- and T-cells, interaction with receptors, or binding with complement proteins, we developed an efficient synthesis of CEP derivatives, that is especially effective for proteins. The structures of tryptic peptides derived from CEP-modified proteins were also determined. A key finding is that 4,7-dioxoheptanoic acid 9-fluorenylmethyl ester reacts with primary amines to provide 9-fluorenylmethyl esters of CEP-modified proteins that can be deprotected in situ with 1,8-diazabicyclo[5.4.0]undec-7-ene without causing protein denaturation. The introduction of multiple CEP-modifications with a wide variety of CEP: protein ratios is readily achieved using this strategy. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.009
• 作为产物：
  描述：

  DL-1-O-Trityl-2-O-palmitoyl-glycerin-3-phosphorsaeure-benzylester Silbersalz 以 苯 为溶剂， 生成 palmitic acid lysophosphatidylethanolamine
  参考文献：
  名称：

  磷脂的合成。第一部分。磷脂酰和溶血磷脂酰乙醇胺

  摘要：

  描述了饱和和不饱和光学活性的磷脂酰和溶血磷脂酰乙醇胺的合成，其中三苯甲基用于保护。描述了温和的条件以除去该基团，从而以高收率获得所需的磷脂。描述了两种途径，一种途径允许容易地修饰脂肪酸结构，另一种途径在引入乙醇胺部分的修饰时更有用。

  DOI：

  10.1039/j39680001404

文献信息

• Phosphorverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung
  申请人：CIBA-GEIGY AG

  公开号：EP0174912A2

  公开（公告）日：1986-03-19

  Kephalinderivate der Formel 1 worin R' und R2 unabhängig voneinander Wasserstoff oder Niederalkyl, R3 Wasserstoff, Niederalkoxycarbonyl, Carbamoyl oder freies oder geschütztes Carboxy, R4 Wasserstoff oder einen aliphatischen, aromatischen, aromatisch-aliphatischen oder cycloaliphatischen Rest, W Wasserstoff und Z eine 1,2-Dihydroxy-ethyl-, 2-Hydroxy-ethyl-, oder Hydroxymethyl-Gruppe, in der mindestens eine Hydroxygruppe mit einer aliphatischen C6-30-Carbonsäure verestert oder mit einem aliphatischen C6-30-Alkohol verethert ist, und in der die andere Hydroxygruppe, falls vorhanden, frei, mit einer aliphatischen C2-30-Carbonsäure verestert oder mit einem aliphatischen C1-30- Alkohol verethert ist, oder W Hydroxymethyl oder eine Hydroxymethylgruppe, die mit einer aliphatischen C6-30-Carbonsäure verestert oder mit einem aliphatischen C6-30-Alkohol verethert ist und Z eine Hydroxymethylgruppe, die mit einer aliphatischen C6-30-Carbonsäure verestert oder mit einem aliphatischen C6 30-Alkohol verethert ist, bedeuten, und deren Salze eignen sich zur Prophylaxe une Therapie von Virusinfektionen bei Warmblütern.

  式 1 的头孢菌素衍生物 其中R'和R2各自为氢或低级烷基，R3为氢、低级烷氧基羰基、氨基甲酰基或游离或受保护的羧基，R4为氢或脂肪族、芳香族、芳香-脂肪族或环脂族基、W 是氢，Z 是 1,2-二羟乙基、2-羟乙基或羟甲基，其中至少一个羟基与脂肪族 C6-30 羧酸酯化或与脂肪族 C6-30 醇醚化，另一个羟基（如果存在）与脂肪族 C6-30 醇游离、与 C2-30 脂肪族羧酸酯化或与 C1-30 脂肪族醇醚化，或 W 为羟甲基或与 C6-30 脂肪族羧酸酯化或与 C6-30 脂肪族醇醚化的羟甲基，Z 为羟甲基与 C6-30 脂肪族羧酸酯化或与 C6-30 脂肪族醇醚化的羟甲基，及其盐类适用于温血动物病毒感染的预防和治疗。
• Microbial consortia
  申请人：Siolta Therapeutics, Inc.

  公开号：US11369644B2

  公开（公告）日：2022-06-28

  Provided herein are microbial strains isolated de novo. In some instances, the bacterial strains include genera, species, and/or strains of Lactobacillus johnsonii, Lactobacillus crispatus, Faecalibacterium prausnitzii, Akkermansia muciniphila, Bifidobacterium longum, and/or Bifidobacterium longum infantis strains. These bacterial strains can be used in the treatment of dysbiosis, inflammation, and other disorders.

  本文提供了从新分离的微生物菌株。在某些情况下，这些细菌菌株包括约翰逊乳杆菌属、脆片乳杆菌属、普鲁士尼茨粪杆菌属、黏液粘杆菌属、长双歧杆菌属和/或婴儿长双歧杆菌属的属、种和/或菌株。这些细菌菌株可用于治疗菌群失调、炎症和其他疾病。
• [EN] BIOMARKER IN OSSOTIDE INTERVENTION THERAPY OF OSTEOPOROSIS, SCREENING METHOD, AND USE<br/>[FR] BIOMARQUEUR DANS UNE THÉRAPIE D'INTERVENTION D'OSSOTIDE DE L'OSTÉOPOROSE, PROCÉDÉ DE CRIBLAGE ET UTILISATION<br/>[ZH] 骨肽干预治疗骨质疏松中的生物标志物、筛选方法及用途
  申请人：INSTITUTE OF FOOD SCIENCE AND TECH CHINESE ACADEMY OF AGRICULTURAL SCIENCES

  公开号：WO2021114717A1

  公开（公告）日：2021-06-17

  骨肽干预治疗骨质疏松中的生物标志物、生物标志物的筛选方法及其用途。生物标志物包括脂类和类脂分子、有机酸及其衍生物和/或神经递质类物质，脂类和类脂分子为以下物质的任一种或几种：牛磺酸、花生四烯酸、1-棕榈酰-2-羟基-sn-甘油-3-磷酸乙醇胺、(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-二十二碳六烯酸、1-硬脂酰-2-羟基-sn-甘油-3-磷酸胆碱、牛磺酸脱氧胆酸、牛磺去氧胆酸和牛磺胆。
• Rapid tin-mediated access to a lysophosphatidylethanolamine (LPE) library: Application to positional LC/MS analysis for hepatic LPEs in non-alcoholic steatohepatitis model mice
  作者：Takayuki Furukawa、Hirotoshi Fuda、Satoshi Miyanaga、Chinatsu Watanabe、Hitoshi Chiba、Shu-Ping Hui

  DOI：10.1016/j.chemphyslip.2016.09.003

  日期：2016.10

  Even though lysophospholipids have attracted much interest in recent years on account of their unique bioactivity, research related to lysophospholipids is usually hampered by problems associated with standard sample preparation and discrimination of regioisomers. Herein, we demonstrate a quick tin chemistry-based synthetic route to lysophosphatidylethanolamines (LPEs) and its application in the positional analysis of hepatic LPEs in non-alcoholic steatohepatitis (NASH) model mice. We found that the preference of hepatic LPE regioisomer largely depends on the unsaturation of acyl chain in both control and NASH model mice. In addition, hepatic C18:2-LPE and C20:5-LPE levels were significantly lower in the NASH model mice than those in the control. The LC/MS technique based on the library of LPE regioisomers allows an accurate observation of hepatic LPE metabolism and might provide useful information to elucidate yet ambiguous pathogenesis of NASH. (C) 2016 Elsevier Ireland Ltd. All rights reserved.
• Tomoi, M.; Kimura, Y., Synthetic Communications, 1990, vol. 20, # 9, p. 1363 - 1371
  作者：Tomoi, M.、Kimura, Y.

  DOI：——

  日期：——