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Through Organic compound, Tissue (biology) and Berlin
Production
Cadaverine is produced by decarboxylation of lysine. It can be synthesized by many methods including the hydrogenation of glutaronitrile and the reactions of 1,5-dichloropentane.
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History
Putrescine and cadaverine were first described in 1885 by the Berlin physician Ludwig Brieger (1849–1919). It was named from the English adjective cadaverous.
Receptors
In zebrafish, the trace amine-associated receptor 13c (or TAAR13c) 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.
Clinical significance
Seminal plasma contains cadaverine. 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
- Pentolinium and pentamethonium.
Toxicity
Acute oral toxicity of cadaverine is 2,000 mg/kg body weight; its no-observed-adverse-effect level is 2,000 ppm (180 mg/kg body weight/day).