A lysoplasmalogen
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1-1(Z)-Octadecenyl-2-hydroxy-sn-glycero-3-PE

Item No. 41466

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
Phosphoric acid, mono(2-aminoethyl) mono[(2R)-2-hydroxy-3-[(1Z)-1-octadecen-1-yloxy]propyl] ester
CAS Number
174062-73-8
Synonyms
  • 18p/0:0-PE
  • C18(plasm)-0:0-PE
  • LPE P-18:0
  • 1-1(Z)-Octadecenyl-2-hydroxy-sn-glycero-3-phosphoethanolamine
  • PE(P-18:0/0:0)
Molecular Formula
C23H48NO6P
Formula Weight
465.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlDMSO: Slightly Soluble: 0.1-1 mg/ml
SMILES
O[C@@H](COP(OCC[NH3+])([O-])=O)CO/C=C\CCCCCCCCCCCCCCCC
InChi Code
InChI=1S/C23H48NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28-21-23(25)22-30-31(26,27)29-20-18-24/h17,19,23,25H,2-16,18,20-22,24H2,1H3,(H,26,27)/b19-17-/t23-/m1/s1
InChi Key
KACDZDULGKPXHT-HIVNOOBXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    1-1(Z)-Octadecenyl-2-hydroxy-sn-glycero-3-PE is a lysoplasmalogen that contains 1(Z)-octadecenoic acid at the sn-1 position.1 It increases intracellular levels of cAMP, mitochondrial oxygen consumption rate (OCR), basal and maximal respiration, and ATP production in C3H/10T1/2 murine fibroblasts when used at a concentration of 10 µM. 1-1(Z)-Octadecenyl-2-hydroxy-sn-glycero-3-PE (200 µg/kg per day) reduces blood levels of glucose in an intraperitoneal glucose tolerance test (GTT) in mice fed a high-fat diet. The serum levels of 1-1(Z)-octadecenyl-2-hydroxy-sn-glycero-3-PE are reduced in patients with sepsis-induced acute respiratory distress syndrome (ARDS).2 1-1(Z)-Octadecenyl-2-hydroxy-sn-glycero-3-PE has been found in fish viscera.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cho, Y.K., Yoon, Y.C., Im, H., et al. Adipocyte lysoplasmalogenase TMEM86A regulates plasmalogen homeostasis and protein kinase A-dependent energy metabolism. Nat. Commun. 13(1), 4084 (2022).

    2. Chang, Y., Yoo, H.J., Kim, S.J., et al. A targeted metabolomics approach for sepsis-induced ARDS and its subphenotypes. Crit. Care 27(1), 263 (2023).

    3. Shen, Q., Wang, Y., Gong, L., et al. Shotgun lipidomics strategy for fast analysis of phospholipids in fisheries waste and its potential in species differentiation. J. Agric. Food Chem. 60(37), 9384-9393 (2012).