A mediator of pathogen/pest resistance in plants
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12-oxo Phytodienoic Acid

Item No. 88520

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-oxo-5α-2Z-pentenyl)-2-cyclopentene-1α-octanoic acid
CAS Number
85551-10-6
Synonyms
  • OPDA
  • 12-oxo PDA
Molecular Formula
C18H28O3
Formula Weight
292.4
Purity
≥90%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 10 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C1[C@@H](C/C=C\CC)[C@@H](CCCCCCCC(O)=O)C=C1
InChi Code
InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1
InChi Key
PMTMAFAPLCGXGK-JMTMCXQRSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    100 µg

    $94

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    500 µg

    $223

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    1 mg

    $351

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    Product Description

    12-oxo Phytodienoic acid (OPDA) is a biologically active, immediate precursor of 7-epi jasmonic acid.1 In addition to its link with jasmonic acid activity, OPDA appears to play an independent role in mediating resistance to pathogens and pests. As an endogenous signal transducer, OPDA has been shown to increase alkaloid biosynthesis in E. californica cell cultures, increase tendril coiling of B. dioica, and suppress jasmonic acid-induced programmed cell death in a conditional A. flu mutant.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schaller, A., and Stintzi, A. Enzymes in jasmonate biosynthesis - Structure, function, regulation. Phytochemistry 70(13-14), 1532-1538 (2009).

    2. Böttcher, C., and Pollmann, S. Plant oxylipins: Plant responses to 12-oxo-phytodienoic acid are governed by its specific structural and functional properties. FEBS J. 276(17), 4693-4704 (2009).

    Product Citations

    Sun, Y.-H., Hung, C.-Y., Qiu, J., et al. Accumulation of high OPDA level correlates with reduced ROS and elevated GSH benefiting white cell survival in variegated leaves. Sci. Rep. 7:44158, (2017).