3-Mercapto-3-methylbutan-1-ol
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3-mercapto-3-methylbutan-1-ol
3-Mercapto-3-methylbutan-1-ol, also known as MMB, is a thiol and an alcohol. MMB is a degradation product of the amino acid felinine in cat urine and is a cat pheromone. MMB is also found in Sauvignon blanc wines together with the related compounds 4-mercapto-4-methylpentan-2-ol and 3-mercaptohexan-1-ol. See also * Cat pheromone A cat pheromone is a chemical molecule, or compound, that is used by cats and other felids for communication. These pheromones are produced and detected specifically by the body systems of cats and evoke certain behavioural responses. The name of th ... References Thiols Primary alcohols Pheromones {{biochem-stub ...
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Cat Pheromone
A cat pheromone is a chemical molecule, or compound, that is used by cats and other felids for communication. These pheromones are produced and detected specifically by the body systems of cats and evoke certain behavioural responses. The name of the pheromone that calms a cat is Apaisins. Cat pheromones are commonly released through the action of scent rubbing. As such, one of the main proposed functions of pheromone release is to allow the cat to familiarize itself with its surroundings and other individuals, both in the newborn and adult stages of life. Specific cat pheromones that have been chemically identified include the feline facial pheromones F1-F5, the feline appeasing pheromone, and MMB in urine, most of which are associated with distinct feline behaviours. Some of these chemical makeups have been synthetically reproduced and may be used by cat owners or veterinary professionals looking to change problematic or stress-induced behaviours. Production and detection The ...
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Cat Pheromone
A cat pheromone is a chemical molecule, or compound, that is used by cats and other felids for communication. These pheromones are produced and detected specifically by the body systems of cats and evoke certain behavioural responses. The name of the pheromone that calms a cat is Apaisins. Cat pheromones are commonly released through the action of scent rubbing. As such, one of the main proposed functions of pheromone release is to allow the cat to familiarize itself with its surroundings and other individuals, both in the newborn and adult stages of life. Specific cat pheromones that have been chemically identified include the feline facial pheromones F1-F5, the feline appeasing pheromone, and MMB in urine, most of which are associated with distinct feline behaviours. Some of these chemical makeups have been synthetically reproduced and may be used by cat owners or veterinary professionals looking to change problematic or stress-induced behaviours. Production and detection The ...
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Felinine
Felinine, also known as ''(R)-2-amino-3-(4-hydroxy-2-methylbutan-2-ylthio)propanoic acid'', is a chemical compound and amino acid found in cat urine and a precursor via microbial lyase of the putative cat pheromone and thiol called 3-mercapto-3-methylbutan-1-ol (MMB). Felinine is excreted by selected Felidae species including bobcats, Chinese desert cats, the kodkod, and domestic cats. Biosynthesis Felinine synthesis starts in the liver through a condensation reaction of glutathione and isopentenyl pyrophosphate to form 3-methylbutanolglutathionine (3-MBG). Then, kidney epithelia tissue secretes ''γ''-glutamyl transpeptidase (''γ''-GTP). ''γ''-GTP converts 3-MBG to 3-methylbutanol-cysteinylglycine (MBCG). Next, a majority of MBCG is hydrolyzed to felinine and glycine by carboxylesterase 5A, or cauxin. Cauxin specifically works by hydrolyzing the dipeptide (felinylglycine) in MBCG to increase the concentration of urinary felinine. The leftover MBCG is converted to felini ...
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Sigma-Aldrich
Sigma-Aldrich (formally MilliporeSigma) is an American chemical, life science, and biotechnology company that is owned by the German chemical conglomerate Merck Group. Sigma-Aldrich was created in 1975 by the merger of Sigma Chemical Company and Aldrich Chemical Company. It grew through various acquisitions until it had over 9,600 employees and was listed on the Fortune 1000. The company is headquartered in St. Louis and has operations in approximately 40 countries. In 2015, the German chemical conglomerate Merck Group acquired Sigma-Aldrich for $17 billion. The company is currently a part of Merck's life science business and in combination with Merck's earlier acquired Millipore Corporation, Millipore, operates as MilliporeSigma. History Sigma Chemical Company of St. Louis and Aldrich Chemical Company of Milwaukee were both American specialty chemical companies when they merged in August 1975. The company grew throughout the 1980s and 1990s, with significant expansion in fac ...
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Royal Society Of Chemistry
The Royal Society of Chemistry (RSC) is a learned society (professional association) in the United Kingdom with the goal of "advancing the chemistry, chemical sciences". It was formed in 1980 from the amalgamation of the Chemical Society, the Royal Institute of Chemistry, the Faraday Society, and the Society for Analytical Chemistry with a new Royal Charter and the dual role of learned society and professional body. At its inception, the Society had a combined membership of 34,000 in the UK and a further 8,000 abroad. The headquarters of the Society are at Burlington House, Piccadilly, London. It also has offices in Thomas Graham House in Cambridge (named after Thomas Graham (chemist), Thomas Graham, the first president of the Chemical Society) where ''RSC Publishing'' is based. The Society has offices in the United States, on the campuses of The University of Pennsylvania and Drexel University, at the University City Science Center in Philadelphia, Pennsylvania, in both Beijing a ...
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Thiol
In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl group, or a sulfanyl group. Thiols are the sulfur analogue of alcohols (that is, sulfur takes the place of oxygen in the hydroxyl () group of an alcohol), and the word is a blend of "''thio-''" with "alcohol". Many thiols have strong odors resembling that of garlic or rotten eggs. Thiols are used as odorants to assist in the detection of natural gas (which in pure form is odorless), and the "smell of natural gas" is due to the smell of the thiol used as the odorant. Thiols are sometimes referred to as mercaptans () or mercapto compounds, a term introduced in 1832 by William Christopher Zeise and is derived from the Latin ('capturing mercury')''Oxford American Dictionaries'' (Mac OS X Leopard). because the thiolate group () bonds very strong ...
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Alcohol (chemistry)
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compou ...
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Sauvignon Blanc
is a green-skinned grape variety that originates from the Bordeaux region of France. The grape most likely gets its name from the French words ''sauvage'' ("wild") and ''blanc'' ("white") due to its early origins as an indigenous grape in South West France. It is possibly a descendant of Savagnin. is planted in many of the world's wine regions, producing a crisp, dry, and refreshing white varietal wine. The grape is also a component of the famous dessert wines from Sauternes and Barsac. Sauvignon blanc is widely cultivated in France, Chile, Romania, Canada, Australia, New Zealand, South Africa, Bulgaria, the states of Oregon, Washington, and California in the US. Some New World Sauvignon blancs, particularly from California, may also be called "Fumé Blanc", a marketing term coined by Robert Mondavi in reference to Pouilly-Fumé. Depending on the climate, the flavor can range from aggressively grassy to sweetly tropical. In cooler climates, the grape has a tendency to pr ...
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Wine
Wine is an alcoholic drink typically made from fermented grapes. Yeast consumes the sugar in the grapes and converts it to ethanol and carbon dioxide, releasing heat in the process. Different varieties of grapes and strains of yeasts are major factors in different styles of wine. These differences result from the complex interactions between the biochemical development of the grape, the reactions involved in fermentation, the grape's growing environment (terroir), and the wine production process. Many countries enact legal appellations intended to define styles and qualities of wine. These typically restrict the geographical origin and permitted varieties of grapes, as well as other aspects of wine production. Wines not made from grapes involve fermentation of other crops including rice wine and other fruit wines such as plum, cherry, pomegranate, currant and elderberry. Wine has been produced for thousands of years. The earliest evidence of wine is from the Caucasus ...
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Thiols
In organic chemistry, a thiol (; ), or thiol derivative, is any organosulfur compound of the form , where R represents an alkyl or other organic substituent. The functional group itself is referred to as either a thiol group or a sulfhydryl group, or a sulfanyl group. Thiols are the sulfur analogue of alcohols (that is, sulfur takes the place of oxygen in the hydroxyl () group of an alcohol), and the word is a blend of "''thio-''" with "alcohol". Many thiols have strong odors resembling that of garlic or rotten eggs. Thiols are used as odorants to assist in the detection of natural gas (which in pure form is odorless), and the "smell of natural gas" is due to the smell of the thiol used as the odorant. Thiols are sometimes referred to as mercaptans () or mercapto compounds, a term introduced in 1832 by William Christopher Zeise and is derived from the Latin ('capturing mercury')''Oxford American Dictionaries'' (Mac OS X Leopard). because the thiolate group () bonds very strongly ...
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