An affinity probe for 15-deoxy-Δ12,14-PGJ2 binding proteins
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15-deoxy-Δ12,14-Prostaglandin J2-biotin

Item No. 10141

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-11-oxo-prosta-5Z,9,12E,14E-tetraen-1-oyl-N’-biotinoyl-1,5-diaminopentane
Synonyms
  • 15-deoxy-Δ12,14-PGJ2-biotin
Molecular Formula
C35H54N4O4S
Formula Weight
626.9
Purity
≥98%
Formulation (Request formulation change)
A 500 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C1C=C[C@H](C/C=C\CCCC(NCCCCCNC(CCCC[C@@H]2[C@]3([H])[C@](NC(N3)=O)([H])CS2)=O)=O)/C1=C\C=C\CCCCC
InChi Code
InChI=1S/C35H54N4O4S/c1-2-3-4-5-6-11-18-28-27(22-23-30(28)40)17-10-7-8-12-20-32(41)36-24-15-9-16-25-37-33(42)21-14-13-19-31-34-29(26-44-31)38-35(43)39-34/h6-7,10-11,18,22-23,27,29,31,34H,2-5,8-9,12-17,19-21,24-26H2,1H3,(H,36,41)(H,37,42)(H2,38,39,43)
InChi Key
NOEWVZWKWVGZJG-FNSZEXNBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 µg

    $143

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    100 µg

    $268

    Add

    500 µg

    $1,121

    Add
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    Product Description

    15-deoxy-Δ12,14-Prostaglandin J2 (15-deoxy-Δ12,14-PGJ2; Item No. 18570) is one of the cyclopentenone PGs, which have documented metabolic (peroxisome proliferator-activated receptor γ-activating), antimitotic, and antiproliferative effects.1,2,3 The activity of the compounds in this class, which includes PGs in both the A- and J-series, may result from changes in gene expression and the interaction with non-classical (i.e., non-G protein-coupled receptor) pathways. 15-deoxy-Δ12,14-PGJ2-biotin is an affinity probe which allows 15-deoxy-Δ12,14-PGJ2 to be detected through an interaction with the biotin ligand. 15-deoxy-Δ12,14-PGJ2-biotin was designed to allow 15-deoxy-Δ12,14-PGJ2 to be detected in complexes with nuclear receptors and/or nucleic acid or protein binding partners. It is thus a tool to be used in the general elucidation of the mechanism of action of the cyclopentenone PGs.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Krakoff, L.R., Vlachakis, N., Mendlowitz, M., et al. Differential effect of prostaglandin A1 in hypertensive patients with low, normal and high renin. Clin. Sci. Mol. Med. Suppl. 2, 311s-313s (1975).

    2. Kikuchi, Y., Kita, T., Hirata, J., et al. Preclinical studies of antitumor prostaglandins by using human ovarian cancer cells. Cancer Metastasis Rev. 13(3-4), 309-315 (1994).

    3. Mueller, E., Drori, S., Aiyer, A., et al. Genetic analysis of adipogenesis through peroxisome proliferator-activated receptor γ isoforms. The Journal of Biological Chemisty 277(44), 41925-41930 (2002).

    Product Citations

    Reddy, A.T., Lakshmi, S.P., Banno, A., et al. Identification and Molecular Characterization of PPARδ as a Novel Target for Covalent Modification by 15-deoxy-Δ12, 14-prostaglandin J2. ACS Chem. Biol. (2018).

    Díaz-Dacal, B., Gayarre, J., Gharbi, S., et al. Identification of aldo-keto reductase AKR1B10 as a selective target for modification and inhibition by prostaglandin A1: Implications for antitumoral activity. Cancer Res. 71(12), 4161-4171 (2011).