lysophosphatidic acid

• 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: lysophosphatidic acid
• 英文别名: (S)-2-Hydroxy-3-(phosphonooxy)propyl oleate；[(2S)-2-hydroxy-3-phosphonooxypropyl] (Z)-octadec-9-enoate
• 化学式: C₂₁H₄₁O₇P
• 分子量: 436.526
• InChiKey: WRGQSWVCFNIUNZ-QJRAZLAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  、 lysophosphatidic acid 在 lysophosphatidic acid acyltransferase-beta 作用下， 生成 1,2-dioleoyl-sn-glycero-3-phosphatidic acid 、 HS-CoEnzyme A
  参考文献：
  名称：

  [EN] THIOSEMICARBAZONES INHIBITORS OF LYSOPHOSPHATIDIC ACID ACYLTRANSFERASE AND USES THEREOF
  [FR] INHIBITEURS THIOSEMICARBAZONES DE L'ACIDE LYSOPHOSPHATIDIQUE ACYLTRANSFÉRASE ET LEURS UTILISATIONS

  摘要：

  溶磷脂酸酰基转移酶-beta（LPAAT-β）催化从溶磷脂酸（LPA）生成磷脂酸（PA）。脂质辅因子PA有助于激活c-Raf、BRAF、mTOR和PKC-ζ。LPAAT-β表达在妇科恶性肿瘤中是一个预后因子，并正在研究作为各种肿瘤类型的治疗靶点。一类硫代半胱氨酮被鉴定为LPAAT-β的抑制剂，来自对小分子库的筛选。制备了一系列硫代半胱氨酮衍生物的重点库，导致开发出能有效抑制LPAAT-β并抑制MiaPaCa2人类胰腺癌细胞生长的化合物。

  公开号：

  WO2015157242A1
• 作为产物：
  描述：

  1-O-dimethoxyphosphoryl-3-O-oleoyl-2-O-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-sn-glycerol 在 三甲基溴硅烷 、 水 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 6.0h， 以95%的产率得到lysophosphatidic acid
  参考文献：
  名称：

  [EN] ANALOGS OF LYSOPHOSPHATIDIC ACID AND METHODS OF MAKING AND USING THEREOF
  [FR] ANALOGUES D'ACIDE LYSOPHOSPHATIDIQUE ET PROCEDES DE LEUR FABRICATION ET DE LEUR UTILISATION

  摘要：

  公开号：

  WO2004092188A3

文献信息

• Synthesis and hydrolytic stability of cyclic phosphatidic acids: implications for synthetic- and proto-cell studies
  作者：Veronica Egas Ortuno、Sunil Pulletikurti、Kollery S. Veena、Ramanarayanan Krishnamurthy

  DOI：10.1039/d2cc00292b

  日期：——

  Cyclic phosphatidic acids (cPAs) are bioactive compounds with therapuetic potential, but are in short supply. We describe a robust synthesis of cPAs employing an efficient cyclophosphorylation procedure and report on their hydrolytic properties – which should facilitate the study of their biological properties and as plausible proto- and synthetic-cell components.

  环磷脂酸 (cPA) 是具有治疗潜力的生物活性化合物，但供不应求。我们描述了采用有效的环磷酸化程序的 cPA 的稳健合成，并报告了它们的水解特性——这应该有助于研究它们的生物学特性以及作为合理的原始细胞和合成细胞成分。
• Highly active lysophosphatidic acid and method of screening therewith
  申请人：Hayashi Akio

  公开号：US20070161604A1

  公开（公告）日：2007-07-12

  There is provided a method of screening a preventive and/or therapeutic substance for diseases in which LPA takes part, characterized in that a compound represented by any of formula (I), (II) and (III): [wherein the meaning of characters are described in the description] is used. The compounds obtained by the screening method or the screening kit of the present invention, their salts, their solvates and prodrugs thereof would modulate the binding of highly active LPA with LPA receptor in human and other mammals, so that they can be used as a preventive and/or therapeutic agent for diseases in which LPA takes part, for example, urinary diseases, central nervous diseases, inflammatory diseases, circulatory diseases, cancer, diabetes, immune system disorders and alimentary diseases.
• METHODS FOR P2RY5 MEDIATED REGULATION OF HAIR GROWTH AND MUTANTS THEREOF
  申请人：Christiano Angela M.

  公开号：US20110189199A1

  公开（公告）日：2011-08-04

  The invention provides for a method for screening compounds that bind to and modulate the hair-specific G-protein coupled receptor, P2RY5. The invention further provides for methods for controlling hair growth by administering a P2RY5 modulating compound to a subject.
• Methods for P2RY5 Mediated Regulation of Hair Growth and Mutants Thereof
  申请人：The Trustees of Columbia University in the City of New York

  公开号：US20140134188A1

  公开（公告）日：2014-05-15

  The invention provides for a method for screening compounds that bind to and modulate the hair-specific G-protein coupled receptor, P2RY5. The invention farther provides for methods for controlling hair growth by administering a P2RY5 modulating compound to a subject.
• US7700792B2
  申请人：——

  公开号：US7700792B2

  公开（公告）日：2010-04-20