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Chemical Compound Review:

CPD-8684 (Z)-non-3-enal

Synonyms: AC1O5BOC, LMFA06000113, AKOS006274809, AI3-38595, 3Z-nonenal, ...

Gardner, H.W. et al., Takamura, H. et al., Gardner, H.W. et al.

Gardner, Deighton,

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High impact information on AI3-38595

Incubation of (3Z)-nonenal (NON) with the 269,000-g particle fraction of seed homogenate of the broad bean (Vicia faba L.) afforded (2E)-4-hydroxy-2-nonenal (HNE) as the principal product [1].
HNE may compete for the active site of LOX-1 because its precursor, 4-hydroperoxy-(2E)-nonenal, is a product of LOX-1 oxidation of (3Z)-nonenal [2].
(3Z)-Alkenals, such as (3Z)-hexenal and (3Z)-nonenal, are produced from polyunsaturated fatty acids via lipoxygenase and hydroperoxide lyase catalysis, but in soybeans (Glycine max L.) (3Z)-alkenals have a fleeting existence [3].

References

Oxygenation of (3Z)-nonenal to (2E)-4-hydroxy-2-nonenal in the broad bean (Vicia faba L.). Gardner, H.W., Hamberg, M. J. Biol. Chem. (1993) [Pubmed]
Effect of 4-hydroxy-2(E)-nonenal on soybean lipoxygenase-1. Gardner, H.W., Deighton, N. Lipids (2001) [Pubmed]
Oxygenation of (3Z)-alkenal to (2E)-4-hydroxy-2-alkenal in soybean seed (Glycine max L.). Takamura, H., Gardner, H.W. Biochim. Biophys. Acta (1996) [Pubmed]

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