The reversibility of the Δ8-cholestenol–Δ7-cholestenol isomerase reaction in cholesterol biosynthesis
Open accessAbstract
The incubation of Δ7-cholestenol with a 10000g supernatant or 105000g microsomes in the presence of tritiated water is studied. The reisolated Δ7-cholestenol contained up to 0·67g.atom of tritium/mole. This result can best be explained by assuming the reversibility of the reaction Δ8-cholestenol ⇌ Δ7-cholestenol.
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Conversion of Δ8-sterols to Δ7-isomers occurs through uptake of solvent hydrogen from the membrane.
“Conversion of Δ8-sterols to Δ7-isomers occurs through the uptake of solvent hydrogen from the membrane29, implying that a proton or water molecule can enter the catalytic cavity with helix H1 possibly serving as the gate.”
From Structural basis for human sterol isomerase in cholesterol biosynthesis and multidrug recognition (2019) · cites this paper as [29]
The Results and Discussion report incorporation of hydrogen from tritiated water at C-9 of Δ7-cholestenol, consistent with a reversible Δ8-to-Δ7 isomerization. The Mechanism section proposes proton addition during that conversion, but describes the proton as coming from an enzyme group; it does not establish uptake of solvent hydrogen specifically from the membrane. (LLM, conf=0.84)
Experimental — accuracy not yet measuredA proton or water molecule can enter the EBP catalytic cavity, with helix H1 possibly serving as the gate.
“Conversion of Δ8-sterols to Δ7-isomers occurs through the uptake of solvent hydrogen from the membrane29, implying that a proton or water molecule can enter the catalytic cavity with helix H1 possibly serving as the gate.”
From Structural basis for human sterol isomerase in cholesterol biosynthesis and multidrug recognition (2019) · cites this paper as [29]
The Results and Discussion (page not available) report incorporation of tritium from water at C-9 of Δ7-cholestenol and explain it through reversible Δ8/Δ7 isomerization. This supports uptake of solvent hydrogen, but the paper does not establish that it comes from the membrane. Helix H1 serving as a gate is the citing authors’ inference, not a finding attributed to this source by the citation’s placement. (LLM, conf=0.84)
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Crystal structure of isopentenyl diphosphate:dimethylallyl diphosphate isomerase
Durbecq, V., Sainz, G., Oudjama, Y., Clantin, B., Bompard‐Gilles, C., Tricot, C., Caillet, J., Stalon, V., Droogmans, L., & Villeret, V. (2001) · The EMBO Journal · doi:10.1093/emboj/20.7.1530 · Cited by 90 · see citing works
Structural basis for human sterol isomerase in cholesterol biosynthesis and multidrug recognition
Long, T., Hassan, A., Thompson, B. M., McDonald, J. G., Wang, J., & Li, X. (2019) · Nature Communications · doi:10.1038/s41467-019-10279-w · Cited by 65 · see citing works
- Authors
- Wilton, D. C., Rahimtula, A. D., & Akhtar, M.
- Affiliations
- University of Southampton (GB)
- ORCID
- Akhtar, M
- Venue
- Biochemical Journal
- Publisher
- Portland Press Ltd.
- Published
- 1969-08-01
- Volume
- 114
- Issue
- 1
- Pages
- 71-73
- ISSN
- 0306-3283 (ISSN-L)
- PMC
- PMC1184797
- OpenAlex
- W40425401
- Cited by
- 29
- References
- 0
- Citations by year
- 2020: 1 · 2019: 1 · 2014: 1
- FWCI
- 3.67
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- Biochemical Journal (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Health Sciences › Medicine › Surgery › Cholesterol and Lipid Metabolism
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Steroid Chemistry and Biochemistry
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Keywords
- reaction reversibility, cholesterol biosynthesis, tritiated water, microsomal enzymes
- MeSH terms
- Animals, Cholestanes, Cholesterol, Isomerases, Liver, Microsomes, Sterols, Tritium, Ultracentrifugation, Rats, In Vitro Techniques
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