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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]
Reaction 5 is catalyzed by cystathionine beta-synthase while reaction 6 is catalyzed by cystathionine gamma-lyase. The required homocysteine is synthesized from methionine in reactions 1, 2, and 3. The transsulfuration pathway is a metabolic pathway involving the interconversion of cysteine and homocysteine through the intermediate cystathionine.
In thermolysis, water molecules split into hydrogen and oxygen. For example, at 2,200 °C (2,470 K; 3,990 °F) about three percent of all H 2 O are dissociated into various combinations of hydrogen and oxygen atoms, mostly H, H 2, O, O 2, and OH. Other reaction products like H 2 O 2 or HO 2 remain minor. At the very high temperature of 3,000 ...
Transmethylation is a biologically important organic chemical reaction in which a methyl group is transferred from one compound to another. An example of transmethylation is the recovery of methionine from homocysteine. In order to sustain sufficient reaction rates during metabolic stress, this reaction requires adequate levels of vitamin B 12 ...
The water molecule is amphoteric in aqueous solution. It can either gain a proton to form a hydronium ion H 3 O +, or else lose a proton to form a hydroxide ion OH −. [7] Another possibility is the molecular autoionization reaction between two water molecules, in which one water molecule acts as an acid and another as a base. H 2 O + H 2 O ...
The formation of a peptide bond requires an input of energy. The two reacting molecules are the alpha amino group of one amino acid and the alpha carboxyl group of the other amino acids. A by-product of this bond formation is the release of water (the amino group donates a proton while the carboxyl group donates a hydroxyl). [2]