Date published: 2026-4-24

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13-epi-12-oxo Phytodienoic Acid (CAS 71606-07-0)

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Application:
13-epi-12-oxo Phytodienoic Acid is a thermodynamically more stable form of 12-oxo-PDA
CAS Number:
71606-07-0
Purity:
>95%
Molecular Weight:
292.4
Molecular Formula:
C18H28O3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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13-epi-12-oxo Phytodienoic Acid (OPDA), with CAS number 71606-07-0, is a naturally occurring organic compound that plays a crucial role in the jasmonate pathway, a significant biochemical pathway in plants. OPDA is a cyclopentenone derivative that is structurally related to jasmonic acid, a plant hormone involved in regulating various physiological processes such as growth, reproductive development, and defense mechanisms against environmental stresses. Research on 13-epi-12-oxo Phytodienoic Acid primarily focuses on its role as a signaling molecule and precursor in the biosynthesis of jasmonates. In plant systems, OPDA is not merely an intermediate but also acts as an active signaling molecule that can independently influence plant defense responses, particularly in the initiation of mechanisms to combat pathogens and pests. Its unique structure allows it to participate in the modulation of gene expression related to stress responses and developmental processes. Studies utilizing OPDA have been instrumental in elucidating the complex network of plant hormone signaling and metabolic regulation. It serves as a critical tool for researchers aiming to understand the complex balance plants maintain between growth and defense, especially in response to biotic and abiotic stressors, providing insights that are fundamental to agricultural science and botany.


13-epi-12-oxo Phytodienoic Acid (CAS 71606-07-0) References

  1. Oxylipin pathway to jasmonates: biochemistry and biological significance.  |  Hamberg, M. and Gardner, HW. 1992. Biochim Biophys Acta. 1165: 1-18. PMID: 1420338
  2. Efficient total synthesis of 12-oxo-PDA and OPC-8:0.  |  Ainai, T., et al. 2003. J Org Chem. 68: 7825-32. PMID: 14510562
  3. Copper stress induces biosynthesis of octadecanoid and eicosanoid oxygenated derivatives in the brown algal kelp Laminaria digitata.  |  Ritter, A., et al. 2008. New Phytol. 180: 809-21. PMID: 18823315
  4. Comparative characterization, expression pattern and function analysis of the 12-oxo-phytodienoic acid reductase gene family in rice.  |  Li, W., et al. 2011. Plant Cell Rep. 30: 981-95. PMID: 21249367
  5. Pauson-Khand adducts of N-Boc-propargylamine: a new approach to 4,5-disubstituted cyclopentenones.  |  Aiguabella, N., et al. 2013. Org Lett. 15: 2696-9. PMID: 23713412
  6. A rapid method for profiling of volatile and semi-volatile phytohormones using methyl chloroformate derivatisation and GC-MS.  |  Rawlinson, C., et al. 2015. Metabolomics. 11: 1922-1933. PMID: 26491427
  7. Impact of Cr(VI) on the oxidation of polyunsaturated fatty acids in Helianthus annuus roots studied by metabolomic tools.  |  Gonzalez Ibarra, AA., et al. 2019. Chemosphere. 220: 442-451. PMID: 30594795
  8. Dosage differences in 12-OXOPHYTODIENOATE REDUCTASE genes modulate wheat root growth.  |  Gabay, G., et al. 2023. Nat Commun. 14: 539. PMID: 36725858
  9. Metabolomic and physiological analysis of alfalfa (Medicago sativa L.) in response to saline and alkaline stress.  |  Guo, R., et al. 2024. Plant Physiol Biochem. 207: 108338. PMID: 38244388
  10. Analysis of 12-oxo-phytodienoic acid enantiomers in biological samples by capillary gas chromatography-mass spectrometry using cyclodextrin stationary phases.  |  Laudert, D., et al. 1997. Anal Biochem. 246: 211-7. PMID: 9073358

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

13-epi-12-oxo Phytodienoic Acid, 100 µg

sc-204989
100 µg
$66.00

13-epi-12-oxo Phytodienoic Acid, 500 µg

sc-204989A
500 µg
$399.00