O-Phosphorylethanolamine

- Overview
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    Background
    
    O-Phosphorylethanolamine, also known as O-phosphoethanolamine, is an endogenous phospholipid metabolite. O-Phosphorylethanolamine serves as a precursor in the biosynthesis of phosphatidylethanolamine which is the most abundant lipid on the cytoplasmic layer of cellular membranes, with significant roles in a variety of cellular processes such as membrane fusion, cell cycle, autophagy, and apoptosis. In postmortem brain samples from patients with Alzheimer's disease and Huntington's disease, it can be observed that levels of O-phosphorylethanolamine are significantly reduced, which is accompanied by increased neuronal death. In addition, lower levels of O-phosphorylethanolamine have also been found in the midbrain and the cerebrospinal fluid of patients with Parkinson’s disease.
    
    1. Pavlovic Z, Bakovic M. Regulation of Phosphatidylethanolamine Homeostasis—The Critical Role of CTP:Phosphoethanolamine Cytidylyltransferase (Pcyt2). International Journal of Molecular Sciences, 2013, 14(2): 2529-2550.
    2. Ellison DW, Beal MF, Martin JB. Phosphoethanolamine and ethanolamine are decreased in Alzheimer's disease and Huntington's disease. Brain Research, 1987, 417(2): 389-392.
    3. Patel D, Witt SN. Ethanolamine and Phosphatidylethanolamine: Partners in Health and Disease. Oxidative Medicine and Cellular Longevity, 2017, 2017: 4829180.
- Properties
  - Categories
    
    An endogenous phospholipid metabolite
    
    Alternative Name
    
    2-aminoethyl dihydrogen phosphate
    
    CAS Number
    
    1071-23-4
    
    Molecular Formula
    
    C2H8NO4P
    
    Molecular Weight
    
    141.06
    
    Appearance
    
    A solid
    
    Purity
    
    98.00%
    
    Solubility
    
    insoluble in EtOH; ≥3.53 mg/mL in DMSO with gentle warming and ultrasonic; ≥42.6 mg/mL in H2O
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    NCCOP(O)(O)=O
    
    * For Research Use Only