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Chemical Compound Review

cis-3-Hexenal     (Z)-hex-3-enal

Synonyms: AG-G-57906, hex-3-enal, LS-2798, LMFA06000110, FEMA No. 2561, ...
 
 
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High impact information on hex-3-enal

  • Fatty acid hydroperoxide lyase (HPOL), an enzyme of the octadecanoid pathway that forms carbon-6 aldehydes such as n-hexanal or (Z)-3-hexenal, was cloned from Arabidopsis thaliana as a full-length cDNA [1].
  • Although 16:1(Delta9) and 16:1(Delta11) had no direct effects on 13-LOX activity in vitro, cis-3-hexenal production increased in tobacco leaves treated with these fatty acids, suggesting that they may act in vivo by stimulating 13-LOX gene expression [2].
  • The major aroma constituents of this extract by DRP were (Z)-3-hexenol (29.89%), (Z)-3-hexenal (18.86%), (E)-hexenal (7.31%), 4-methyl-3-pentenol (5.66%), and butanol (4.29%) [3].
  • A simple, rapid, sensitive, and solvent-free method was developed for determination of plant-signalling compounds, the three C6-aldehydes hexanal, (Z)-3-hexenal, and (E)-2-hexenal, in tomato plant emission by gas chromatography-mass spectrometry (GC-MS) and solid-phase microextraction (SPME) with on-fiber derivatization [4].
  • Photosynthetic photon flux, photoperiod, and temperature effects on emissions of (Z)-3-hexenal, (Z)-3-hexenol, and (Z)-3-hexenyl acetate from lettuce [5].

References

  1. Molecular cloning and expression of Arabidopsis fatty acid hydroperoxide lyase. Matsui, K., Wilkinson, J., Hiatt, B., Knauf, V., Kajiwara, T. Plant Cell Physiol. (1999) [Pubmed]
  2. cis-3-Hexenal production in tobacco is stimulated by 16-carbon monounsaturated fatty acids. Hong, M., Zilinskas, B.A., Knipple, D.C., Chin, C.K. Phytochemistry (2004) [Pubmed]
  3. Aroma chemicals isolated and identified from leaves of Aloe arborescens Mill. Var. Natalensis Berger. Umano, K., Nakahara, K., Shoji, A., Shibamoto, T. J. Agric. Food Chem. (1999) [Pubmed]
  4. Rapid determination of C6-aldehydes in tomato plant emission by gas chromatography-mass spectrometry and solid-phase microextraction with on-fiber derivatization. Deng, C., Li, N., Zhu, W., Qian, J., Yang, X., Zhang, X. Journal of separation science. (2005) [Pubmed]
  5. Photosynthetic photon flux, photoperiod, and temperature effects on emissions of (Z)-3-hexenal, (Z)-3-hexenol, and (Z)-3-hexenyl acetate from lettuce. Charron, C.S., Cantliffe, D.J., Wheeler, R.M., Manukian, A., Heath, R.R. J. Am. Soc. Hortic. Sci. (1996) [Pubmed]
 
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