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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]
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 ...
Cystathionine γ-lyase also catalyses the following elimination reactions: L-homoserine to form H 2 O, NH 3 and 2-oxobutanoate; L-cystine, producing thiocysteine, pyruvate and NH 3 [4] L-cysteine producing pyruvate, NH 3 and H 2 S; In some bacteria and mammals, including humans, this enzyme takes part in generating hydrogen sulfide.
642 104184 Ensembl ENSG00000108578 ENSMUSG00000020840 UniProt Q13867 Q8R016 RefSeq (mRNA) NM_000386 NM_178645 RefSeq (protein) NP_000377 NP_848760 Location (UCSC) Chr 17: 30.25 – 30.29 Mb Chr 11: 76.82 – 76.88 Mb PubMed search Wikidata View/Edit Human View/Edit Mouse Bleomycin hydrolase is an enzyme that in humans is encoded by the BLMH gene. Bleomycin hydrolase (BMH) is a cytoplasmic ...
Homocysteine thiolactone; K. Kadethrin This page was last edited on 3 January 2014, at 21:25 (UTC). Text is available under the Creative Commons ...
The Erlenmeyer–Plöchl azlactone and amino acid synthesis, named after Friedrich Gustav Carl Emil Erlenmeyer who partly discovered the reaction, is a series of chemical reactions which transform an N-acyl glycine to various other amino acids via an oxazolone (also known as an azlactone). [1] [2] Azlactone chemistry: step 2 is a Perkin variation