A polyunsaturated fatty aldehyde
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8(Z),11(Z),14(Z)-Heptadecatrienal

Item No. 10005154

Technical Information
Formal Name
8Z,11Z,14Z-heptadecatrienal
CAS Number
56797-44-5
Synonyms
  • 17:3-al
  • all-cis-8,11,14-Heptadecatrienal
  • FAL 17:3
Molecular Formula
C17H28O
Formula Weight
Purity
≥98%
Formulation
A solution in ethanol
Ethanol: soluble
SMILES
CC/C=C\C/C=C\C/C=C\CCCCCCC=O
InChi Code
InChI=1S/C17H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18/h3-4,6-7,9-10,17H,2,5,8,11-16H2,1H3/b4-3-,7-6-,10-9-
InChi Key
NIPNNUONNZABRE-PDBXOOCHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    8(Z),11(Z),14(Z)-Heptadecatrienal is a polyunsaturated fatty aldehyde. It is formed from α-linolenic acid (Item Nos. 90210 | 21910) via a 2(R)-hydroperoxy-9(Z),12(Z),15(Z)-octadecatrienoic acid intermediate.1 It is also a degradation product of 2(R)-hydroperoxy linolenic acid. 8(Z),11(Z),14(Z)-Heptadecatrienal (100 µM) is active against the plant pathogenic bacteria P. syringae.2 It protects Arabidopsis plants against infection by the bacteria Pst DC3000 when injected into the leaves at a concentration of 150 µM prior to bacterial inoculation.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamberg, M., Sanz, A., and Castresana, C. α-Oxidation of fatty acids in higher plants. Identification of a pathogen-inducible oxygenase (PIOX) as an α-dioxygenase and biosynthesis of 2-hydroperoxylinolenic acid. The Journal of Biological Chemisty 274(35), 24503-24513 (1999).

    2. Prost, I., Dhondt, S., Rothe, G., et alEvaluation of the antimicrobial activities of plant oxylipins supports their involvement in defense against pathogens. Plant Physiol. 139(4), 1902-1913 (2005).

    3. Vicente, J., Cascón, T., Vicedo, B., et alRole of 9-lipoxygenase and α-dioxygenase oxylipin pathways as modulators of local and systemic defense. Mol. Plant 5(4), 914-928 (2012).