A phospholipid
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1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-PC

Item No. 31982

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R,12Z,15Z,18Z,21Z,24Z,27Z)-4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-3,5,8-trioxa-4-phosphatriaconta-12,15,18,21,24,27-hexaen-1-aminium, 4-oxide, inner salt
CAS Number
59403-54-2
Synonyms
  • 1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-Phosphocholine
  • 1-Palmitoyl-2-Docosahexaenoyl-sn-glycero-3-Phosphatidylcholine
  • PC(16:0/22:6)
  • 16:0/22:6-PC
  • PDPC
Molecular Formula
C46H80NO8P
Formula Weight
806.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble
SMILES
O=C(OC[C@@H](OC(CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O)COP([O-])(OCC[N+](C)(C)C)=O)CCCCCCCCCCCCCCC
InChi Code
InChI=1S/C46H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2/h8,10,14,16,20-21,23-24,27,29,33,35,44H,6-7,9,11-13,15,17-19,22,25-26,28,30-32,34,36-43H2,1-5H3/b10-8-,16-14-,21-20-,24-23-,29-27-,35-33-/t44-/m1/s1
InChi Key
IESVDEZGAHUQJU-ZLBXKVHBSA-N
Side Chain Carbon Sum
38:6
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    5 mg

    $168

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    10 mg

    $286

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    25 mg

    $336

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    Product Description

    1-Palmitoyl-2-docosahexaenoyl-sn-glycero-3-PC (PDPC) is a phospholipid that contains palmitic acid (Item No. 10006627) and docosahexaenoic acid (Item No. 90310) at the sn-1 and sn-2 positions, respectively. It is a component of LDL and HDL and has been found in atherosclerotic plaques.1,2 Enrichment of PDPC in recombinant HDLs decreases cholesterol ester formation by lecithin:cholesterol acyltransferase (LCAT) in vitro.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Davis, B., Koster, G., Douet, L.J., et al. Electrospray ionization mass spectrometry identifies substrates and products of lipoprotein-associated phospholipase A2 in oxidized human low density lipoprotein. The Journal of Biological Chemisty 283(10), 6428-6437 (2008).

    2. Ménégaut, L., Masson, D., Abello, N., et al. Specific enrichment of 2-arachidonoyl-lysophosphatidylcholine in carotid atheroma plaque from type 2 diabetic patients. Atherosclerosis 251, 339-347 (2016).

    3. Parks, J.S., Thuren, T.Y., and Schmitt, J.D. Inhibition of lecithin:cholesterol acyltransferase activity by synthetic phosphatidylcholine species containing eicosapentaenoic acid or docosahexaenoic acid in the sn-2 position. J. Lipid Res. 33(6), 879-887 (1992).

    4. Parks, J.S., and Gebre, A.K. Long-chain polyunsaturated fatty acids in the sn-2 position of phosphatidylcholine decrease the stability of recombinant high density lipoprotein apolipoprotein A-I and the activation energy of the lecithin:cholesterol acyltransferase reaction. J. Lipid Res. 38(2), 266-275 (1997).