Cadaverine


Cadaverine is a foul-smelling diamine compound produced by the putrefaction of animal tissue. Cadaverine is a toxic diamine with the formula NH25NH2, which is similar to putrescine's NH24NH2. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.

History

and cadaverine were first described in 1885 by the Berlin physician Ludwig Brieger.

Receptors

In zebrafish, the trace amine-associated receptor 13c has been identified as a high-affinity receptor for cadaverine. In humans, molecular modelling and docking experiments have shown that cadaverine fits into the binding pocket of the human TAAR6 and TAAR8.

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. The odor commonly associated with bacterial vaginosis has been linked to cadaverine and putrescine.

Derivatives

Cadaverine is toxic in large doses. In rats it has a low acute oral toxicity of 2,000 mg/kg body weight; its no-observed-adverse-effect level is 2,000 ppm.