A lysophospholipid
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Labeled Version(s)
275881-Palmitoyl-d9-2-hydroxy-sn-glycero-3-PE
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1-Palmitoyl-2-hydroxy-sn-glycero-3-PE

Item No. 26011

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
hexadecanoic acid, (2R)-3-[[(2-aminoethoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester
CAS Number
53862-35-4
Synonyms
  • 1-Hexadecanoyl-sn-glycero-3-Phosphoethanolamine
  • 16:0 LPE
  • 16:0 Lyso-PE
  • 1-Palmitoyl-2-hydroxy-sn-glycero-3-Phosphoethanolamine
Molecular Formula
C21H44NO7P
Formula Weight
453.6
Purity
≥95% (9:1 mixture of 1-acyl and 2-acyl)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Sparingly solubleDMF: Sparingly solubleDMSO: Sparingly soluble
SMILES
O[C@@H](COP(OCC[NH3+])([O-])=O)COC(CCCCCCCCCCCCCCC)=O
InChi Code
InChI=1S/C21H44NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22/h20,23H,2-19,22H2,1H3,(H,25,26)/t20-/m1/s1
InChi Key
YVYMBNSKXOXSKW-HXUWFJFHSA-N
Side Chain Carbon Sum
16:0
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $128

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    Cayman Chemical
    Learn More About Leveraging Helper Lipids to Achieve Versatile LNPs
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    Product Description

    1-Palmitoyl-2-hydroxy-sn-glycero-3-PE is a naturally occurring lysophospholipid.1 It inhibits the growth of L. donovani promastigotes (GIC50 = 8 µM).2 1-Palmitoyl-2-hydroxy-sn-glycero-3-PE serum levels are decreased in a mouse model of alcohol-induced liver injury and in a hepatocellular carcinoma mouse xenograft model.3 Human serum levels are also decreased immediately after completing a three-day exercise regimen of 2.5 hours of running per day, as well as 14 hours after completing the regimen.1 1-Palmitoyl-2-hydroxy-sn-glycero-3-PE has been used as an internal standard for the quantification of saturated lysophosphoethanolamines.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nieman, D.C., Shanely, R.A., Gillitt, N.D., et al. Serum metabolic signatures induced by a three-day intensified exercise period persist after 14 h of recovery in runners. J. Proteome Res. 12(10), 4577-4584 (2013).

    2. Achterberg, V., and Gercken, G. Cytotoxicity of ester and ether lysophospholipids on Leishmania donovani promastigotes. Mol. Biochem. Parasitol. 23(2), 117-122 (1987).

    3. Li, S., Liu, H., Jin, Y., et al. Metabolomics study of alcohol-induced liver injury and hepatocellular carcinoma xenografts in mice. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 879(24), 2369-2375 (2011).

    4. Avadhani, M., Geyer, R., White, D.C., et al. Lysophosphatidylethanolamine is a substrate for the short-chain alcohol dehydrogenase SocA from Myxococcus xanthus. J. Bacteriol. 188(24), 8543-8550 (2006).