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Chemical Compound Review

Decanal     decanal

Synonyms: DECALDEHYDE, Capraldehyde, Decanaldehyde, Caprinaldehyde, n-Decanal, ...
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Disease relevance of decanal


High impact information on decanal

  • As a consequence, the Km of ALDH-1 for decanal is 8 times lower than that of ALDH-2, i.e. 2.9 +/- 0.4 and 22 +/- 3 nM, respectively [3].
  • The time courses for the formation and decay of the various intermediates have been followed by monitoring the absorbance changes at 380 and 445 nm along with the emission of visible light using n-decanal as the alkyl aldehyde [4].
  • Despite these widely different bioluminescence light outputs, mutated luciferases exhibited, in nonturnover in vitro assays, light emission decay rates mostly similar to that of the native luciferase using octanal, decanal, or dodecanal as a substrate [5].
  • Three of them, nonanal, decanal, and hexenyl acetate promoted the development of haustoria on artificial membranes [6].
  • This increase was ascribed to luciferase activity because beta-galactosidase induction was suppressed (but not eliminated) when the substrate n-decanal was present in the medium [7].

Biological context of decanal

  • Serum protein binding of decanal inhibited the formation of the more cytotoxic hydrazone, N-decylidenimino,N'-1-octylguanidine (DIOG), from the less cytotoxic AOG and decanal, and serum protein binding of DIOG prevented this cytotoxin from reaching the cell membrane [8].
  • The saturated aldehyde decanal induced apoptosis at higher concentrations and after a longer incubation period than DD, indicating that alpha,beta-unsaturation of the molecule, coupled with the aldehyde group, is responsible for the greater biological activity of DD [9].

Anatomical context of decanal

  • A combination of decanal and N-amino, N'-octylguanidine (AOG) exhibited more pronounced synergistic cytolytic activity against erythrocytes in 0% serum than in 1% serum [8].

Associations of decanal with other chemical compounds

  • The compounds that elicited large responses in both species of moths included linalool, acetophenone, and 4-allylanisole, while a number of compounds such as the aliphatic aldehydes octanal, nonanal, and decanal elicited a large response in B. fusca, but a significantly smaller response in C. partellus [10].
  • The specific membrane glycoproteins with high affinity for camphor and decanal were isolated from rat olfactory epithelium [11].

Gene context of decanal

  • LuxAB expressing S. cerevisiae strains displayed distinctive rapid decays in luminescence upon addition of the bacterial luciferase substrate, n-decyl aldehyde, suggesting a toxic response [2].
  • BSA reversibly binds decanal with a Ksi = 3.36 mumol/l, approximately half the affinity of luciferase for decanal (KM = 1.5 mumol/l) [12].
  • In addition, decanal, nonanal and alkanes (C13 and C14), which are major components of termiticides, were detected in relatively high concentrations [13].

Analytical, diagnostic and therapeutic context of decanal


  1. Self-assembling cytotoxins. Rideout, D. Science (1986) [Pubmed]
  2. Toxicity of the bacterial luciferase substrate, n-decyl aldehyde, to Saccharomyces cerevisiae and Caenorhabditis elegans. Hollis, R.P., Lagido, C., Pettitt, J., Porter, A.J., Killham, K., Paton, G.I., Glover, L.A. FEBS Lett. (2001) [Pubmed]
  3. Kinetics and specificity of human liver aldehyde dehydrogenases toward aliphatic, aromatic, and fused polycyclic aldehydes. Klyosov, A.A. Biochemistry (1996) [Pubmed]
  4. Stopped-flow kinetic analysis of the bacterial luciferase reaction. Abu-Soud, H., Mullins, L.S., Baldwin, T.O., Raushel, F.M. Biochemistry (1992) [Pubmed]
  5. Functional consequences of site-directed mutation of conserved histidyl residues of the bacterial luciferase alpha subunit. Xin, X., Xi, L., Tu, S.C. Biochemistry (1991) [Pubmed]
  6. Volatiles modulate the development of plant pathogenic rust fungi. Mendgen, K., Wirsel, S.G., Jux, A., Hoffmann, J., Boland, W. Planta (2006) [Pubmed]
  7. Intracellular generation of superoxide as a by-product of Vibrio harveyi luciferase expressed in Escherichia coli. González-Flecha, B., Demple, B. J. Bacteriol. (1994) [Pubmed]
  8. Environment-selective synergism using self-assembling cytotoxic and antimicrobial agents. Rideout, D., Jaworski, J., Dagnino, R. Biochem. Pharmacol. (1988) [Pubmed]
  9. A marine diatom-derived aldehyde induces apoptosis in copepod and sea urchin embryos. Romano, G., Russo, G.L., Buttino, I., Ianora, A., Miralto, A. J. Exp. Biol. (2003) [Pubmed]
  10. Electrophysiological Responses of the Lepidopterous Stemborers Chilo partellus and Busseola fusca to Volatiles from Wild and Cultivated Host Plants. Birkett, M.A., Chamberlain, K., Khan, Z.R., Pickett, J.A., Toshova, T., Wadhams, L.J., Woodcock, C.M. J. Chem. Ecol. (2006) [Pubmed]
  11. Properties of odour-binding glycoproteins from rat olfactory epithelium. Fesenko, E.E., Novoselov, V.I., Bystrova, M.F. Biochim. Biophys. Acta (1988) [Pubmed]
  12. Bovine serum albumin interacts with bacterial luciferase. Makemson, J.C., Hastings, J.W. J. Biolumin. Chemilumin. (1991) [Pubmed]
  13. Simultaneous analysis of termiticides in indoor air by using gas chromatography mass spectrometry. Tsuji, K., Fushiwaki, Y., Mori, Y., Arashidani, K., Nakajima, D., Fujimaki, H., Goto, S. J. UOEH (2005) [Pubmed]
  14. Analysis of aldehydic lipid peroxidation products by TLC/densitometry. Beckman, J.K., Morley, S.A., Greene, H.L. Lipids (1991) [Pubmed]
  15. Construction of a Tn5 derivative encoding bioluminescence and its introduction in Pseudomonas, Agrobacterium and Rhizobium. Boivin, R., Chalifour, F.P., Dion, P. Mol. Gen. Genet. (1988) [Pubmed]
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