The Cholesterol-5,6-Epoxide Hydrolase: A Metabolic Checkpoint in Several Diseases.
Autophagy
Cancer
Cell differentiation
Cholesterol
Dendrogenins
Exosomes
Oncosterone
Oxysterol
Sterols
Journal
Advances in experimental medicine and biology
ISSN: 0065-2598
Titre abrégé: Adv Exp Med Biol
Pays: United States
ID NLM: 0121103
Informations de publication
Date de publication:
2024
2024
Historique:
medline:
4
12
2023
pubmed:
1
12
2023
entrez:
30
11
2023
Statut:
ppublish
Résumé
Cholesterol-5,6-epoxides (5,6-ECs) are oxysterols (OS) that have been linked to several pathologies including cancers and neurodegenerative diseases. 5,6-ECs can be produced from cholesterol by several mechanisms including reactive oxygen species, lipoperoxidation, and cytochrome P450 enzymes. 5,6-ECs exist as two different diastereoisomers: 5,6α-EC and 5,6β-EC with different metabolic fates. They can be produced as a mixture or as single products of epoxidation. The epoxide ring of 5,6α-EC and 5,6β-EC is very stable and 5,6-ECs are prone to hydration by the cholesterol-5,6-epoxide hydrolase (ChEH) to give cholestane-3β,5α,6β-triol, which can be further oxidized into oncosterone. 5,6α-EC is prone to chemical and enzymatic conjugation reactions leading to bioactive compounds such as dendrogenins, highlighting the existence of a new metabolic branch on the cholesterol pathway centered on 5,6α-EC. We will summarize in this chapter current knowledge on this pathway which is controlled by the ChEH.
Identifiants
pubmed: 38036879
doi: 10.1007/978-3-031-43883-7_8
doi:
Substances chimiques
Epoxide Hydrolases
EC 3.3.2.-
Cholesterol
97C5T2UQ7J
Reactive Oxygen Species
0
Epoxy Compounds
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
149-161Informations de copyright
© 2024. The Author(s), under exclusive license to Springer Nature Switzerland AG.
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