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Cadaverine
 
 
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Cadaverine is a foul-smelling molecule produced by protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
 hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 during putrefaction
Putrefaction

Putrefaction is the decomposition of animal proteins, especially by Anaerobic organism, described as putrefying bacteria. Decomposition is a more general process....
 of animal tissue. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine
Putrescine

Putrescine is an organic chemical compound NitrogenHydrogen24NH2 . It is related to cadaverine; both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses....
. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.

escine and cadaverine were first described by the Berlin
Berlin

Berlin is the Capital of Germany city and one of sixteen States of Germany of Germany. With a population of 3.4 million within its city limits, Berlin is the country's largest city....
 physician Ludwig Brieger in 1885.

verine is the decarboxylation
Decarboxylation

Decarboxylation is any chemical reaction in which a carboxyl group is split off from a compound as carbon dioxide ....
 product of the amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
.

However, this diamine
Diamine

A diamine is a type of polyamine with exactly two amino groups.Examples include:* The simplest example, hydrazine* Diamines with linear carbon chain...
 is not purely associated with putrefaction.






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Encyclopedia


Cadaverine is a foul-smelling molecule produced by protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
 hydrolysis
Hydrolysis

Hydrolysis is a chemical reaction during which one or more water are split into hydrogen and hydroxide ions which may go on to participate in further reactions....
 during putrefaction
Putrefaction

Putrefaction is the decomposition of animal proteins, especially by Anaerobic organism, described as putrefying bacteria. Decomposition is a more general process....
 of animal tissue. Cadaverine is a toxic diamine with the formula NH2(CH2)5NH2, which is similar to putrescine
Putrescine

Putrescine is an organic chemical compound NitrogenHydrogen24NH2 . It is related to cadaverine; both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses....
. Cadaverine is also known by the names 1,5-pentanediamine and pentamethylenediamine.

History

Putrescine and cadaverine were first described by the Berlin
Berlin

Berlin is the Capital of Germany city and one of sixteen States of Germany of Germany. With a population of 3.4 million within its city limits, Berlin is the country's largest city....
 physician Ludwig Brieger in 1885.

Production

Cadaverine is the decarboxylation
Decarboxylation

Decarboxylation is any chemical reaction in which a carboxyl group is split off from a compound as carbon dioxide ....
 product of the amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
 lysine
Lysine

Lysine is an a-amino acid with the chemical formula HO2CCH4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it....
.

However, this diamine
Diamine

A diamine is a type of polyamine with exactly two amino groups.Examples include:* The simplest example, hydrazine* Diamines with linear carbon chain...
 is not purely associated with putrefaction. It is also produced in small quantities by living beings. It is partially responsible for the distinctive smell of urine
Urine

Urine is a liquid waste product of the body secreted by the kidneys by a process of filtration from blood called urination and excreted through the urethra....
 and semen
Semen

Semen is an organic fluid, also known as seminal fluid, that usually contains spermatozoon....
.

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 a low acute oral toxicity
Acute toxicity

Acute toxicity describes the adverse effects of a substance which result either from a single exposure or from multiple exposures in a short space of time ....
 of more than 2000 mg/kg body weight.

See also

  • Putrescine
    Putrescine

    Putrescine is an organic chemical compound NitrogenHydrogen24NH2 . It is related to cadaverine; both are produced by the breakdown of amino acids in living and dead organisms and both are toxic in large doses....