An internal standard for the quantification of 1-palmitoyl lysophosphatidic acid
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1-Palmitoyl-d9-2-hydroxy-sn-glycero-3-PA

Item No. 33479

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
hexadecanoic acid-13,13,14,14,15,15,16,16,16-d9, 2R-hydroxy-3-(phosphonooxy)propyl ester
CAS Number
2830282-77-2
Synonyms
  • 1-Hexadecanoyl-d9-2-hydroxy-sn-glycero-3-phosphate
  • 16:0-d9 LPA
  • LPA 16:0-d9
  • PA(16:0-d9/0:0)
  • 1-Palmitoyl-d9 LPA
  • 1-Palmitoyl-d9 Lysophosphatidic Acid
Molecular Formula
C19H30D9O7P
Formula Weight
419.5
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 250 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/ml
SMILES
O[C@@H](COP(O)(O)=O)COC(CCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=O
InChi Code
InChI=1S/C19H39O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(21)25-16-18(20)17-26-27(22,23)24/h18,20H,2-17H2,1H3,(H2,22,23,24)/t18-/m1/s1/i1D3,2D2,3D2,4D2
InChi Key
YNDYKPRNFWPPFU-QJVDOJJHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 µg

    $75

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    50 µg

    $134

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    100 µg

    $222

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    Product Description

    1-Palmitoyl-d9-2-hydroxy-sn-glycero-3-PA (1-palmitoyl-d9 LPA) is intended for use as an internal standard for the quantification of 1-palmitoyl LPA (Item Nos. 10010094 | 10010290) by GC- or LC-MS. 1-Palmitoyl LPA is an analog of LPA that contains palmitic acid (Item No. 10006627) at the sn-1 position. It induces reporter gene expression in PC12 cells expressing human lysophosphatidic acid receptor 4 (LPA4) when used at concentrations ranging from 0.01 to 10 µM.1 1-Palmitoyl LPA (12-300 µM) induces aggregation of isolated human platelets, an effect that can be reversed by prostaglandin E1 (PGE1; Item No. 13010), theophylline (Item No. 23760), or EDTA.2 It also binds to calcium and magnesium and enhances the activity of ampicillin (Item No. 14417), piperacillin (Item No. 20766), and ceftazidime (Item No. 14828) against P. aeruginosa isolates from patients with cystic fibrosis.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Noguchi, K., Ishii, S., and Shimizu, T. Identification of p2y9/GPR23 as a novel G protein-coupled receptor for lysophosphatidic acid, structurally distant from the Edg family. The Journal of Biological Chemisty 278(28), 25600-25606 (2003).

    2. Gerrard, J.M., Kindom, S.E., Peterson, D.A., et al. Lysophosphatidic acids. Influence on platelet aggregation and intracellular calcium flux. Am. J. Pathol. 96(2), 423-438 (1979).

    3. Krogfelt, K.A., Utley, M., Krivan, H.C., et al. Specific phospholipids enhance the activity of β-lactam antibiotics against Pseudomonas aeruginosa. J. Antimicrob. Chemother. 46(3), 377-384 (2000).