A monochlorinated form of palmitic acid
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2-chloro Palmitic Acid

Item No. 26107

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-hexadecanoic acid
CAS Number
19117-92-1
Synonyms
  • 2-ClHA
  • 2-CLPA
Molecular Formula
C16H31ClO2
Formula Weight
290.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
CCCCCCCCCCCCCCC(Cl)C(O)=O
InChi Code
InChI=1S/C16H31ClO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(17)16(18)19/h15H,2-14H2,1H3,(H,18,19)
InChi Key
LDQUHRSWFMWRNG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $69

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    5 mg

    $248

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    10 mg

    $461

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    25 mg

    $983

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    Product Description

    2-chloro Palmitic acid is a monochlorinated form of palmitic acid (Item No. 10006627). It is produced in a myeloperoxidase (MPO) and time-dependent manner in neutrophils stimulated by phorbol 12-myristate 13-acetate (PMA; Item No. 10008014). 2-chloro Palmitic acid (10 μM) induces neutrophil extracellular trap (NET) formation (NETosis) in human neutrophils, increasing DNA release from neutrophils, colocalization of MPO with extracellular DNA (ecDNA), and trapping of E. coli.1 It increases COX-2 protein levels in human coronary artery endothelial cells (HCAECs) when used at a concentration of 50 μM and increases production of P-selectin, von Willebrand factor, and angiopoietin-2 in HCAECs, as well as neutrophil and platelet adherence, when used at a concentration of 10 μM.2,3 2-chloro Palmitic acid (10-50 μM) also induces apoptosis in THP-1 cells and primary human monocytes and increases caspase-3 activity in THP-1 cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Palladino, E.N.D., Katunga, L.A., Kolar, G.R., et al. 2-Chlorofatty acids: Lipid mediators of neutrophil extracellular trap formation. J. Lipid. Res. 59(8), 1424-1432 (2018).

    2. Messner, M.C., Albert, C.J., and Ford, D.A. 2-Chlorohexadecanal and 2-chlorohexadecanoic acid induce COX-2 expression in human coronary artery endothelial cells. Lipids 43(7), 581-588 (2008).

    3. Hartman, C.L., Duerr, M.A., Albert, C.J., et al. 2-Chlorofatty acids induce Weibel-Palade body mobilization. J. Lipid. Res. 59(1), 113-122 (2018).

    4. Wang, W.Y., Albert, C.J., and Ford, D.A. α-Chlorofatty acid accumulates in activated monocytes and causes apoptosis through reactive oxygen species production and endoplasmic reticulum stress. Arterioscler. Thromb. Vasc. Biol. 34(3), 526-532 (2014).