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Homocysteine Thiolactone: Biology and Chemistry

Institute of Chemical Biology and Fundamental Medicine SB RAS, 630090 Novosibirsk, Russia
Academic Editor: Victoria Samanidou
Encyclopedia 2021, 1(2), 445-459; https://doi.org/10.3390/encyclopedia1020037
Received: 5 April 2021 / Revised: 5 May 2021 / Accepted: 28 May 2021 / Published: 4 June 2021
(This article belongs to the Section Biology & Life Sciences)
Homocysteine thiolactone is a five-membered cyclic thioester of amino acid homocysteine. It is generated from homocysteine as a result of an error-editing reaction, principally, of methionyl-tRNA synthetase. An elevated level of homocysteine thiolactone is associated with cardiovascular diseases, strokes, atherosclerosis, neurological abnormalities, etc., presumably because it reacts to the side chain of protein lysine causing protein damage and autoimmune responses. It is not only an important metabolite but also a versatile building block for organic and bioorganic synthesis. This entry contains data on the homocysteine thiolactone formation, metabolism, toxicity mechanism in vivo, and the bioorganic chemistry applications as a powerful synthetic tool in polymer science, sustainable materials development, and probes. View Full-Text
Keywords: homocysteine; homocysteine thiolactone; protein N-homocysteinylation; thiolactone chemistry; thiolactone building blocks homocysteine; homocysteine thiolactone; protein N-homocysteinylation; thiolactone chemistry; thiolactone building blocks
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MDPI and ACS Style

Chubarov, A.S. Homocysteine Thiolactone: Biology and Chemistry. Encyclopedia 2021, 1, 445-459. https://doi.org/10.3390/encyclopedia1020037

AMA Style

Chubarov AS. Homocysteine Thiolactone: Biology and Chemistry. Encyclopedia. 2021; 1(2):445-459. https://doi.org/10.3390/encyclopedia1020037

Chicago/Turabian Style

Chubarov, Alexey S. 2021. "Homocysteine Thiolactone: Biology and Chemistry" Encyclopedia 1, no. 2: 445-459. https://doi.org/10.3390/encyclopedia1020037

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