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Homocysteine thiolactone (HTL) is an organosulfur compound with the formula H 2 NCHC(O)SCH 2 CH 2. It is the thiolactone (intramolecular thioester ) of homocysteine . It is produced by methionyl-tRNA synthetase in an error-editing reaction that prevents translational incorporation of homocysteine into proteins .
Homocysteine can cyclize to give homocysteine thiolactone, a five-membered heterocycle. Because of this "self-looping" reaction, homocysteine-containing peptides tend to cleave themselves by reactions generating oxidative stress. [12] Homocysteine also acts as an allosteric antagonist at Dopamine D 2 receptors. [13]
The activation of the drug clopidogrel (top left) gives a thiolactone, which ring-opens. [3] Thiolactones are intermediates in the activation of some drugs. [4] In nature, the most common thiolactone is homocysteine thiolactone. It is produced from homocysteine. It may play a role in protein damage. [5]
In organic chemistry, a condensation reaction is a type of chemical reaction in which two molecules are combined to form a single molecule, usually with the loss of a small molecule such as water. [1] If water is lost, the reaction is also known as a dehydration synthesis. However other molecules can also be lost, such as ammonia, ethanol ...
The production of homocysteine through transsulfuration allows the conversion of this intermediate to methionine, through a methylation reaction carried out by methionine synthase. The reverse pathway is present in several organisms, including humans, and involves the transfer of the thiol group from homocysteine to cysteine via a similar ...
In molecular biology and pharmacology, a small molecule or micromolecule is a low molecular weight (≤ 1000 daltons [1]) organic compound that may regulate a biological process, with a size on the order of 1 nm [citation needed]. Many drugs are small molecules; the terms are equivalent in the literature.
The driving mechanism for micellization is the transfer of hydrocarbon chains from water into the oil-like interior. This entropic effect is called the hydrophobic effect. Compared to the increase of entropy of the surrounding water molecules, this hydrophobic interaction is relatively small. The water molecules are highly ordered around the ...
S-Adenosyl-L-homocysteine (SAH) is the biosynthetic precursor to homocysteine. [1] SAH is formed by the demethylation of S -adenosyl- L -methionine . [ 2 ] [ 3 ] Adenosylhomocysteinase converts SAH into homocysteine and adenosine .