An internal standard for the quantification of 1-palmitoyl-2-arachidonoyl-sn-glycero-3-PC
Related Products
Unlabeled Version(s)
256581-Palmitoyl-2-Arachidonoyl-sn-glycero-3-PC
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

1-Palmitoyl-d9-2-Arachidonoyl-sn-glycero-3-PC

Item No. 38384

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(7R,13Z,16Z,19Z,22Z)-4-hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl-13,13,14,14,15,15,16,16,16-d9)oxy]methyl]-4-oxide, 3,5,8-trioxa-4-phosphaoctacosa-13,16,19,22-tetraen-1-aminium, inner salt
CAS Number
1872379-11-7
Synonyms
  • PAPC-d9
  • 1-Palmitoyl-d9-2-Arachidonoyl-sn-glycero-3-Phosphocholine
  • PC(16:0-d9/20:4)
Molecular Formula
C44H71D9NO8P
Formula Weight
791.1
Purity
≥99% deuterated forms (d1-d9)
Formulation
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Ethanol: 5 mg/ml
SMILES
O=C(CCCCCCCCCCCC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])OC[C@@H](OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COP(OCC[N+](C)(C)C)([O-])=O
InChi Code
InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b16-14-,21-20-,25-23-,31-29-/t42-/m1/s1/i2D3,7D2,9D2,11D2
InChi Key
IIZPXYDJLKNOIY-AQNDSQSUSA-N
Side Chain Carbon Sum
36:4
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    500 µg

    $112

    Add

    1 mg

    $201

    Add

    5 mg

    $778

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    1-Palmitoyl-d9-2-arachidonoyl-sn-glycero-3-PC (PAPC-d9) is intended for use as an internal standard for the quantification of PAPC (Item No. 25658) by GC- or LC-MS. PAPC is a phospholipid containing palmitic acid (16:0) (Item No. 10006627) and arachidonic acid (20:4) (Item No. 90010) at the sn-1 and sn-2 positions, respectively, that is found in biological membranes.1 PAPC is oxidized in vivo, and its oxidation products are involved in chronic inflammation and vascular disease.1,2,3 PAPC has been used to study signaling of oxidized phospholipids. Levels of PAPC are decreased in isolated human multiple myeloma cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bretscher, P., Egger, J., Shamshiev, A., et al. Phospholipid oxidation generates potent anti-inflammatory lipid mediators that mimic structurally related pro-resolving eicosanoids by activating Nrf2. EMBO Mol. Med. 1-15 (2015).

    2. Miller, Y.I., and Shyy, J.Y.-J. Context-dependent role of oxidized lipids and lipoproteins in inflammation. Trends Endocrinol. Metab. 28(2), 143-152 (2017).

    3. Gugiu, B.G., Mouiflesseaux, K., Duong, V., et al. Protein targets of oxidized phospholipids in endothelial cells. J. Lipid Res. 49, 510-520 (2008).

    4. Hossen, M.A., Nagata, Y., Waki, M., et al. Decreased level of phosphatidylcholine (16:0/20:4) in multiple myeloma cells compared to plasma cells: A single-cell MALDI-IMS approach. Anal. Bioanal. Chem. 407(18), 5273-5280 (2015).