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Chemical Compound Review

cadaverine     pentane-1,5-diamine

Synonyms: Cadaverin, BioDex 1-, CHEMBL119296, ACMC-1BNDU, Animal coniine, ...
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Disease relevance of cadaverine

  • We have used the electrophysiological technique of patch-clamp to study the modulation of Escherichia coli porins by cadaverine [1].
  • The increase in cellular cadaverine levels was also demonstrated during the infection of chick embryo fibroblasts with a temperature-sensitive mutant of Rous sarcoma virus under permissive conditions [2].
  • Biosynthesis of cadaverine-containing peptidoglycan in Selenomonas ruminantium [3].
  • Here, insight is provided into the cellular mechanisms by which cadaverine attenuates the ability of Shigella species to induce PMNL signaling [4].
  • To assess correlations between the content of the diamines putrescine and cadaverine in vaginal fluid and the clinical manifestations of vaginitis, a rapid procedure for the determination of diamines has been developed [5].

Psychiatry related information on cadaverine

  • Results were compared with (i) self-assessments prior to (preconception) and following (post-measurement) self-measurements; (ii) odor judge scores; (iii) dental-measurements (plaque index, gingival index, and probing depth); (iv) volatile sulphide levels; (v) salivary cadaverine levels; and (vi) intra-oral trypsin-like activity [6].

High impact information on cadaverine

  • We found that neurobiotin (relative molecular mass, 286) passed easily through both types of gap junctions, but that biotin-X cadaverine (relative molecular mass, 442) passed through AII/bipolar cell gap junctions poorly compared to AII/AII gap junctions [7].
  • Monodansyl cadaverine, a fluorescent substrate of the fibrin-stablizing factor, was incorporated into alpha 2-plasmin inhibitor by activated fibrin-stablizing factor [8].
  • Experiments performed on patches of outer membrane reconstituted in liposomes reveal that cadaverine applied to the periplasmic side increases the frequency of channel closures in a concentration-dependent fashion, and thereby decreases the total amount of ion flux through a porin-containing membrane [1].
  • As a biological assay of porin inhibition, E. coli behavior in chemotaxis swarm plates was tested and found to be impaired in the presence of cadaverine [1].
  • Eggs fertilized in the presence of the transglutaminase inhibitors, putrescine and cadaverine, had disorganized and expanded FEs with inhibition of the characteristic I-T transition [9].

Chemical compound and disease context of cadaverine


Biological context of cadaverine


Anatomical context of cadaverine

  • Exogeneous expression of c-myb in transfected cell lines abrogated erythroid differentiation induced by cadaverine or cytosine arabinoside as assessed by hemoglobin production [19].
  • Keratinocytes were differentiated in vitro in the presence of biotinylated cadaverine [20].
  • For quantitative light microscopic analysis, autophagic vacuoles were visualized by monodansyl cadaverin, which stains autophagic vacuoles as distinct dot-like structures [21].
  • Results indicate that cadaverine-induced compartmentalization of Shigella species to the phagolysosome might be a protective response of the host that directly contributes to the diminished ability of PMNL to transmigrate across model intestinal epithelia [4].
  • The concentrations of labeled cadaverine and its acyl derivatives, N-monoacetylcadaverine and N-monopropionylcadaverine, were determined in the telencephalon, striatum, hypothalamus, midbrain, cerebellum, and medulla-pons by TLC of their 5-dimethylamino-1-naphthalenesulfonyl derivatives, followed by liquid scintillation spectrometry [22].

Associations of cadaverine with other chemical compounds


Gene context of cadaverine

  • All three cell types also have a small amount of active TG on their surface as determined by the incorporation of biotinylated cadaverine into fibronectin [28].
  • Incorporation of biotinylated cadaverine was markedly increased when HTM cells were treated with TGF-beta for 24 hours before seeding [29].
  • Cadaverine was shown to inhibit expression of the cadA-lacZ fusion in cadC+ cells but not in a cadC310 background [30].
  • Previous studies demonstrated that the product of LDC activity, cadaverine, blocks the action of Shigella enterotoxins and that the gene encoding LDC, cadA, was abolished by large chromosomal deletions in each Shigella species [31].
  • Introduction of a functional CadC restores cadaverine expression in all EIEC strains harboring either an IS2 element or a defective cadC promoter [32].

Analytical, diagnostic and therapeutic context of cadaverine


  1. Cadaverine induces closing of E. coli porins. delaVega, A.L., Delcour, A.H. EMBO J. (1995) [Pubmed]
  2. Formation of cadaverine as an effect of alpha-difluoromethylornithine on chick embryo fibroblasts transformed by rous sarcoma virus. Bachrach, U., Shtorch, A. Cancer Res. (1985) [Pubmed]
  3. Biosynthesis of cadaverine-containing peptidoglycan in Selenomonas ruminantium. Kamio, Y., Terawaki, Y., Izaki, K. J. Biol. Chem. (1982) [Pubmed]
  4. Cadaverine prevents the escape of Shigella flexneri from the phagolysosome: a connection between bacterial dissemination and neutrophil transepithelial signaling. Fernandez, I.M., Silva, M., Schuch, R., Walker, W.A., Siber, A.M., Maurelli, A.T., McCormick, B.A. J. Infect. Dis. (2001) [Pubmed]
  5. Biochemical diagnosis of vaginitis: determination of diamines in vaginal fluid. Chen, K.C., Amsel, R., Eschenbach, D.A., Holmes, K.K. J. Infect. Dis. (1982) [Pubmed]
  6. Self-estimation of oral malodor. Rosenberg, M., Kozlovsky, A., Gelernter, I., Cherniak, O., Gabbay, J., Baht, R., Eli, I. J. Dent. Res. (1995) [Pubmed]
  7. Differential properties of two gap junctional pathways made by AII amacrine cells. Mills, S.L., Massey, S.C. Nature (1995) [Pubmed]
  8. Cross-linking of alpha 2-plasmin inhibitor to fibrin by fibrin-stabilizing factor. Sakata, Y., Aoki, N. J. Clin. Invest. (1980) [Pubmed]
  9. Hierarchies of protein cross-linking in the extracellular matrix: involvement of an egg surface transglutaminase in early stages of fertilization envelope assembly. Battaglia, D.E., Shapiro, B.M. J. Cell Biol. (1988) [Pubmed]
  10. A 13C NMR study of [5,8-13C2]spermidine binding to tRNA and to Escherichia coli macromolecules. Frydman, B., de los Santos, C., Frydman, R.B. J. Biol. Chem. (1990) [Pubmed]
  11. External action of di- and polyamines on maxi calcium-activated potassium channels: an electrophysiological and molecular modeling study. Weiger, T.M., Langer, T., Hermann, A. Biophys. J. (1998) [Pubmed]
  12. Arginine decarboxylase from a Pseudomonas species. Rosenfeld, H.J., Roberts, J. J. Bacteriol. (1976) [Pubmed]
  13. Lysine catabolism in Streptomyces spp. is primarily through cadaverine: beta-lactam producers also make alpha-aminoadipate. Madduri, K., Stuttard, C., Vining, L.C. J. Bacteriol. (1989) [Pubmed]
  14. Differential effects of polyamine homologues on the prevention of DL-alpha-difluoromethylornithine-mediated inhibition of malignant cell growth and normal immune response. Singh, A.B., Thomas, T.J., Thomas, T., Singh, M., Mann, R.A. Cancer Res. (1992) [Pubmed]
  15. Comparison of the enzymatic properties of the two Escherichia coli lysyl-tRNA synthetase species. Brevet, A., Chen, J., Lévêque, F., Blanquet, S., Plateau, P. J. Biol. Chem. (1995) [Pubmed]
  16. A G protein-coupled receptor kinase induces Xenopus oocyte maturation. Wang, J., Liu, X.J. J. Biol. Chem. (2003) [Pubmed]
  17. Gene expression of ornithine decarboxylase in L1210 leukaemia cells exposed to DL-2-difluoromethylornithine in the presence of cadaverine. Alhonen-Hongisto, L., Sinervirta, R., Jänne, O.A., Jänne, J. Biochem. J. (1985) [Pubmed]
  18. Cadaverine supplementation during a chronic exposure to difluoromethylornithine allows an overexpression, but prevents gene amplification, of ornithine decarboxylase in L1210 mouse leukaemia cells. Alhonen-Hongisto, L., Hirvonen, A., Sinervirta, R., Jänne, J. Biochem. J. (1987) [Pubmed]
  19. Constitutive c-myb expression in K562 cells inhibits induced erythroid differentiation but not tetradecanoyl phorbol acetate-induced megakaryocytic differentiation. Rosson, D., O'Brien, T.G. Mol. Cell. Biol. (1995) [Pubmed]
  20. Epoxyeicosatrienoic acids activate transglutaminases in situ and induce cornification of epidermal keratinocytes. Ladd, P.A., Du, L., Capdevila, J.H., Mernaugh, R., Keeney, D.S. J. Biol. Chem. (2003) [Pubmed]
  21. Autophagic and apoptotic types of programmed cell death exhibit different fates of cytoskeletal filaments. Bursch, W., Hochegger, K., Torok, L., Marian, B., Ellinger, A., Hermann, R.S. J. Cell. Sci. (2000) [Pubmed]
  22. Cadaverine in the rat brain: regional distribution and acylation of [14C]cadaverine in vivo and uptake in vitro. Salzman, S.K., Stepita-Klauco, M. J. Neurochem. (1981) [Pubmed]
  23. Direct determination of polyamines in human serum by radioimmunoassay. Bartos, D., Campbell, R.A., Bartos, F., Grettie, D.P. Cancer Res. (1975) [Pubmed]
  24. Role of cell membrane composition in receptor-mediated internalization of vesicular stomatitis virus in human HEp-2 cells. Pottathil, R., Gutierrez, P.L., Davis, L.H., Chandrabose, K.A. J. Biol. Chem. (1985) [Pubmed]
  25. Transglutaminase transcription and antigen translocation in experimental renal scarring. Johnson, T.S., Skill, N.J., El Nahas, A.M., Oldroyd, S.D., Thomas, G.L., Douthwaite, J.A., Haylor, J.L., Griffin, M. J. Am. Soc. Nephrol. (1999) [Pubmed]
  26. Hog kidney diamine oxidase conversion of biogenic diamines to inhibitors of cell proliferation. Gaugas, J.M., Dewey, D.L. J. Pathol. (1981) [Pubmed]
  27. Targeted overexpression of ornithine decarboxylase enhances beta-adrenergic agonist-induced cardiac hypertrophy. Shantz, L.M., Feith, D.J., Pegg, A.E. Biochem. J. (2001) [Pubmed]
  28. Characterization of tissue transglutaminase in human osteoblast-like cells. Heath, D.J., Downes, S., Verderio, E., Griffin, M. J. Bone Miner. Res. (2001) [Pubmed]
  29. Induction of tissue transglutaminase in the trabecular meshwork by TGF-beta1 and TGF-beta2. Welge-Lüssen, U., May, C.A., Lütjen-Drecoll, E. Invest. Ophthalmol. Vis. Sci. (2000) [Pubmed]
  30. Roles of LysP and CadC in mediating the lysine requirement for acid induction of the Escherichia coli cad operon. Neely, M.N., Dell, C.L., Olson, E.R. J. Bacteriol. (1994) [Pubmed]
  31. Pathoadaptive mutations that enhance virulence: genetic organization of the cadA regions of Shigella spp. Day, W.A., Fernández, R.E., Maurelli, A.T. Infect. Immun. (2001) [Pubmed]
  32. CadC is the preferential target of a convergent evolution driving enteroinvasive Escherichia coli toward a lysine decarboxylase-defective phenotype. Casalino, M., Latella, M.C., Prosseda, G., Colonna, B. Infect. Immun. (2003) [Pubmed]
  33. Identification of the Cadaverine Recognition Site on the Cadaverine-Lysine Antiporter CadB. Soksawatmaekhin, W., Uemura, T., Fukiwake, N., Kashiwagi, K., Igarashi, K. J. Biol. Chem. (2006) [Pubmed]
  34. Highly selective fluorometric determination of polyamines based on intramolecular excimer-forming derivatization with a pyrene-labeling reagent. Nohta, H., Satozono, H., Koiso, K., Yoshida, H., Ishida, J., Yamaguchi, M. Anal. Chem. (2000) [Pubmed]
  35. Thiol-reactive dyes for fluorescence labeling of proteomic samples. Tyagarajan, K., Pretzer, E., Wiktorowicz, J.E. Electrophoresis (2003) [Pubmed]
  36. Direct tris(2,2'-bipyridyl)ruthenium (II) electrochemiluminescence detection of polyamines separated by capillary electrophoresis. Liu, J., Yang, X., Wang, E. Electrophoresis (2003) [Pubmed]
  37. Determination of putrescine and cadaverine in seafood (finfish and shellfish) by liquid chromatography using pyrene excimer fluorescence. Marks Rupp, H.S., Anderson, C.R. Journal of chromatography. A. (2005) [Pubmed]
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