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DDA

Cayman Chemical Item Number 10005432

trans-2,4-Decadien-1-al; Decadienealdehyde (CAS 25152-84-5)

DDA (CAS 25152-84-5)

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Description

Lipoxygenase-catalyzed peroxidative decomposition of unsaturated fatty acids occurs within seconds when diatoms are crushed or eaten, producing alkyls.1 DDA is a prominent member of this class of reactive compounds. Common ω-6 fatty acids such as linoleic acid, dihomo-γ-linolenic acid, and arachidonic acid can give rise to DDA. DDA reduces the hatching rate and has a strong teratogenic effect on the eggs of pelagic copepods, at concentrations around 1 µM.2 In human carcinoma Caco2 cells, DDA induces cell growth arrest at around 15 µM. DDA appears to be a natural defensive chemical designed to limit the reproductive success of copepods, the main predators of diatoms. It may also be a more general inducer of apoptosis.

1 Miralto, A., Barone, G., Romano, G., et al. The insidious effect of diatoms on copepod reproduction. Nature 402 173-176 (1999).

2 Ianora, A., Miralto, A., Poulet, S.A., et al. Aldehyde suppression of copepod recruitment in blooms of a ubiquitous planktonic diatom. Nature 429 403-407 (2004).

Synonyms
  • trans-2,4-Decadien-1-al
  • Decadienealdehyde
Formal Name 2E,​4E-​decadienal
CAS Number 25152-84-5
Molecular Formula C10H16O
Formula Weight 152.2
Formulation A yellow liquid
Purity ≥98%
λmax 273 nm
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCC\C=C\C=C/C=O

Background Reading

Miralto, A., Barone, G., Romano, G., et al. The insidious effect of diatoms on copepod reproduction. Nature 402 173-176 (1999).

Ianora, A., Miralto, A., Poulet, S.A., et al. Aldehyde suppression of copepod recruitment in blooms of a ubiquitous planktonic diatom. Nature 429 403-407 (2004).
Size Price Quantity Subtotal
5 mL $28.00 $0.00
10 mL $53.00 $0.00
25 mL $126.00 $0.00
50 mL $224.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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