2011-07-06

Diaminopentane

Cadaverine

Cadaverine
Identifiers
CAS number 462-94-2
PubChem 273
ChemSpider 13866593
KEGG C01672
MeSH Cadaverine
ChEMBL CHEMBL119296
Jmol-3D images Image 1
Properties
Molecular formula C5H14N2
Molar mass 102.178
Density 0.870 g/cm³
Melting point

9 °C

Boiling point

178-180 °C

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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cadaverine is a foul-smelling compound produced by protein hydrolysis during putrefaction of animal tissue. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.

History

Putrescine and cadaverine were first described in 1885 by the Berlin physician (1849–1919).

Production

Cadaverine is the decarboxylation product of the amino acid lysine.

However, this diamine is not purely associated with putrefaction. It is also produced in small quantities by living beings. It is partially responsible for the distinctive odors of urine and semen.

Clinical significance

Elevated levels of cadaverine have been found in the urine of some patients with defects in lysine metabolism.

Toxicity

Cadaverine is toxic in large doses. In rats it had an acute oral toxicity of more than 2000 mg/kg body weight.

See also

Notes

References

  • Lewis, Robert Alan (1998). Lewis' Dictionary of Toxicology. CRC Press. ISBN 1566702232.





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