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Cadaverine
Cadaverine is an organic compound with the formula (CH2)5(NH2)2. Classified as diamine, it is a colorless liquid with an unpleasant odor. It is present in small quantities in living organisms but is often associated with the putrefaction of animal tissue. Production Cadaverine is produced by decarboxylation of lysine.Wolfgang Legrum: ''Riechstoffe, zwischen Gestank und Duft'', Vieweg + Teubner Verlag (2011) S. 65, It can be synthesized by many methods including the hydrogenation of glutaronitrile and the reactions of 1,5-dichloropentane. History Putrescine and cadaverine were first described in 1885 by the Berlin physician Ludwig Brieger (1849–1919). 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 Elevated le ...
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Putrescine
Putrescine is an organic compound with the formula (CH2)4(NH2)2. It is a colorless solid that melts near room temperature. It is classified as a diamine. Together with cadaverine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors. Production Putrescine is produced on an industrial scale by the hydrogenation of succinonitrile. Biotechnological production of putrescine from renewable feedstock has been investigated. A metabolically engineered strain of ''Escherichia coli'' that produces putrescine at high concentrations in glucose mineral salts medium has been described. Biochemistry Spermidine synthase uses putrescine and ''S''-adenosylmethioninamine (decarboxylated ''S''-adenosyl methionine) to produce spermidine. Spermidine in turn is combined with another ''S''-adenosylmethioninamine and gets converted to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of or ...
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Putrescine
Putrescine is an organic compound with the formula (CH2)4(NH2)2. It is a colorless solid that melts near room temperature. It is classified as a diamine. Together with cadaverine, it is largely responsible for the foul odor of putrefying flesh, but also contributes to other unpleasant odors. Production Putrescine is produced on an industrial scale by the hydrogenation of succinonitrile. Biotechnological production of putrescine from renewable feedstock has been investigated. A metabolically engineered strain of ''Escherichia coli'' that produces putrescine at high concentrations in glucose mineral salts medium has been described. Biochemistry Spermidine synthase uses putrescine and ''S''-adenosylmethioninamine (decarboxylated ''S''-adenosyl methionine) to produce spermidine. Spermidine in turn is combined with another ''S''-adenosylmethioninamine and gets converted to spermine. Putrescine is synthesized in small quantities by healthy living cells by the action of or ...
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Trace Amine-associated Receptor
Trace amine-associated receptors (TAARs), sometimes referred to as trace amine receptors (TAs or TARs), are a class of G protein-coupled receptors that were discovered in 2001. TAAR1, the first of six functional human TAARs, has gained considerable interest in academic and proprietary pharmaceutical research due to its role as the endogenous receptor for the trace amines phenylethylamine, tyramine, and tryptamine – metabolic derivatives of the amino acids phenylalanine, tyrosine and tryptophan, respectively – ephedrine, as well as the synthetic psychostimulants, amphetamine, methamphetamine and methylenedioxymethamphetamine (MDMA, ecstasy). In 2004, it was shown that mammalian TAAR1 is also a receptor for thyronamines, decarboxylated and deiodinated relatives of thyroid hormones. TAAR2–TAAR9 function as olfactory receptors for volatile amine odorants in vertebrates. Animal TAAR complement The following is a list of the TAARs contained in selected animal geno ...
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TAAR6
Trace amine associated receptor 6, also known as TAAR6, is a protein which in humans is encoded by the ''TAAR6'' gene. Function TAAR6 belongs to the trace amine-associated receptor family. Trace amines are endogenous amine compounds that are chemically similar to classic biogenic amines like dopamine, norepinephrine, serotonin, and histamine. Trace amines were thought to be 'false transmitters' that displace classic biogenic amines from their storage and act on transporters in a fashion similar to the amphetamines, but the identification of brain receptors specific to trace amines indicates that they also have effects of their own. RNA expression analysis shows hTTAR6 is expressed in the hippocampus, where murine TAAR receptors have been shown to be involved with neurogenesis. Computational modeling suggests TAAR6 can bind to the foul smelling compounds produced by rotting flesh, putrescine and cadaverine. TAAR6 mutant mice have differences in behavior compared with wild-t ...
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Diamines
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. Aliphatic diamines Linear * 1 carbon: methylenediamine (diaminomethane) of theoretical interest only * 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png, Ethylenediamine * 3 carbons: 1,3-diaminopropane 1,3-Diaminopropane, also known as , is a simple diamine with the formula H2N(CH2)3NH2. A colourless liquid with a f ...
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TAAR8
Trace amine-associated receptor 8 is a protein that in humans is encoded by the ''TAAR8'' gene. In humans, TAAR8 is the only trace amine-associated receptor that is known to be Gi/o-coupled. In humans, molecular modelling and docking experiments have shown that putrescine fits into the binding pocket of the human TAAR6 and TAAR8 receptors. G protein-coupled receptors (GPCRs, or GPRs) contain 7 transmembrane domains and transduce extracellular signals through heterotrimeric G proteins. upplied by OMIMref name="entrez" /> See also * Trace amine-associated receptor Trace amine-associated receptors (TAARs), sometimes referred to as trace amine receptors (TAs or TARs), are a class of G protein-coupled receptors that were discovered in 2001. TAAR1, the first of six functional human TAARs, has gained considera ... References Further reading * G protein-coupled receptors {{transmembranereceptor-stub ...
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Diamine
A diamine is an amine with exactly two amino groups. Diamines are used as monomers to prepare polyamides, polyimides, and polyureas. The term ''diamine'' refers mostly to primary diamines, as those are the most reactive. In terms of quantities produced, 1,6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological compounds and are used as ligands in coordination chemistry. Aliphatic diamines Linear * 1 carbon: methylenediamine (diaminomethane) of theoretical interest only * 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds, 1,1-dimethylethylenediamine, 1,2-dimethylethylenediamine, ethambutol, tetrakis(dimethylamino)ethylene, TMEDA. File:Ethylene_diamine.png, Ethylenediamine * 3 carbons: 1,3-diaminopropane (propane-1,3-diamine) * 4 carbons: putrescine (butane-1,4-diamine) * 5 carbons: cadaverine (pentane-1,5-d ...
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Putrefaction
Putrefaction is the fifth stage of death, following pallor mortis, algor mortis, rigor mortis, and livor mortis. This process references the breaking down of a body of an animal, such as a human, post-mortem. In broad terms, it can be viewed as the decomposition of proteins, and the eventual breakdown of the cohesiveness between tissues, and the liquefaction of most organs. This is caused by the decomposition of organic matter by bacterial or fungal digestion, which causes the release of gases that infiltrate the body's tissues, and leads to the deterioration of the tissues and organs. The approximate time it takes putrefaction to occur is dependent on various factors. Internal factors that affect the rate of putrefaction include the age at which death has occurred, the overall structure and condition of the body, the cause of death, and external injuries arising before or after death. External factors include environmental temperature, moisture and air exposure, clothing, ...
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Decarboxylation
Decarboxylation is a chemical reaction that removes a carboxyl group and releases carbon dioxide (CO2). Usually, decarboxylation refers to a reaction of carboxylic acids, removing a carbon atom from a carbon chain. The reverse process, which is the first chemical step in photosynthesis, is called carboxylation, the addition of CO2 to a compound. Enzymes that catalyze decarboxylations are called decarboxylases or, the more formal term, carboxy-lyases ( EC number 4.1.1). In organic chemistry The term "decarboxylation" usually means replacement of a carboxyl group () with a hydrogen atom: :RCO2H -> RH + CO2 Decarboxylation is one of the oldest known organic reactions. It is one of the processes assumed to accompany pyrolysis and destructive distillation. Metal salts, especially copper compounds, facilitate the reaction via the intermediacy of metal carboxylate complexes. Decarboxylation of aryl carboxylates can generate the equivalent of the corresponding aryl anion, which ...
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Ludwig Brieger
Ludwig may refer to: People and fictional characters * Ludwig (given name), including a list of people and fictional characters * Ludwig (surname), including a list of people * Ludwig Ahgren, or simply Ludwig, American YouTube live streamer and content creator Arts and entertainment * ''Ludwig'' (cartoon), a 1977 animated children's series * ''Ludwig'' (film), a 1973 film by Luchino Visconti about Ludwig II of Bavaria * '' Ludwig: Requiem for a Virgin King'', a 1972 film by Hans-Jürgen Syberberg about Ludwig II of Bavaria * "Ludwig", a 1967 song by Al Hirt Other uses * Ludwig (crater), a small lunar impact crater just beyond the eastern limb of the Moon * Ludwig, Missouri, an unincorporated community in the United States * Ludwig Canal, an abandoned canal in southern Germany * Ludwig Drums, an American manufacturer of musical instruments * ''Ludwig'' (ship), a steamer that sank in 1861 after a collision with the '' Stadt Zürich'' See also * Ludewig * Ludvig * Ludwik * Ludwic ...
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Skatole
Skatole or 3-methylindole is an organic compound belonging to the indole family. It occurs naturally in the feces of mammals and birds and is the primary contributor to fecal odor. In low concentrations, it has a flowery smell and is found in several flowers and essential oils, including those of orange blossoms, jasmine, and '' Ziziphus mauritiana''. It is used as a fragrance and fixative in many perfumes and as an aroma compound. Its name derives from the Greek root ''skato-'', meaning feces. Skatole was discovered in 1877 by the German physician Ludwig Brieger (1849–1919). Original: "''Ich habe mich zuerst mit der Untersuchung der flüchtigen Bestandtheile der Excremente aus sauerer Lösung beschäftigt. Es wurden dabei die flüchtigen Fettsäuren: Essigsäure, normale und Isobuttersäure, sowie die aromatischen Substanzen: Phenol, Indol und eine neue dem Indol verwandte Substanz, die ich Skatol nennen werde, erhalten."'' ----''Translation'': "I was occupied initia ...
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Acute Toxicity
Acute toxicity describes the adverse effects of a substance that result either from a single exposure or from multiple exposures in a short period of time (usually less than 24 hours). To be described as ''acute'' toxicity, the adverse effects should occur within 14 days of the administration of the substance. Acute toxicity is distinguished from chronic toxicity, which describes the adverse health effects from repeated exposures, often at lower levels, to a substance over a longer time period (months or years). It is widely considered unethical to use humans as test subjects for acute (or chronic) toxicity research. However, some information can be gained from investigating accidental human exposures (e.g., factory accidents). Otherwise, most acute toxicity data comes from animal testing or, more recently, ''in vitro'' testing methods and inference from data on similar substances. Measures of acute toxicity Regulatory values Limits for short-term exposure, such as ...
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