Hexenal

<i>cis</i>-3-Hexenal

cis-3-Hexenal

Chemical compound

cis-3-Hexenal, also known as (Z)-3-hexenal and leaf aldehyde, is an organic compound with the formula CH3CH2CH=CHCH2CHO. It is classified as an unsaturated aldehyde. It is a colorless liquid and an aroma compound with an intense odor of freshly cut grass and leaves.[1][2]

Quick Facts Names, Identifiers ...

Occurrence

It is one of the major volatile compounds in ripe tomatoes, although it tends to isomerize into the conjugated trans-2-hexenal.[3] It is produced in small amounts by most plants and it acts as an attractant to many predatory insects. It is also a pheromone in many insect species.[4]

Biosynthesis of cis-3-hexenal from linolenic acid via the hydroperoxide by the action of a lipoxygenase followed by a hydroperoxide lyase.[5]

See also

References

  1. [1]
    Cotton, Simon (2017). "Molecule of the Month: Hexenal". Chm.bris.ac.uk. doi:10.6084/m9.figshare.5245834. Retrieved 2018-07-26. {{cite journal}}: Cite journal requires |journal= (help)
  2. [2]
    Hexenal / Chemistry World, Royal Society of Chemistry, 27 November 2013
  3. [3]
    Buttery, Ron G.; Teranishi, Roy; Ling, Louisa C. (1987). "Fresh tomato aroma volatiles: A quantitative study". Journal of Agricultural and Food Chemistry. 35 (4): 540–544. doi:10.1021/jf00076a025.
  4. [4]
    Ashraf El-Sayed. "Pheromone database". Pherobase.com. Retrieved 2018-07-26.
  5. [5]
    KenjiMatsui (2006). "Green leaf volatiles: hydroperoxide lyase pathway of oxylipin metabolism". Current Opinion in Plant Biology. 9 (3): 274–280. doi:10.1016/j.pbi.2006.03.002. PMID 16595187.
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