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Zur Beeinflussung des Acetat‐Einbaues in Cholesterin durch isoprenartige C 5 ‐ und C 6 ‐Verbindungen
Author(s) -
Gey K. F.,
Pletscher A.,
Isler O.,
Rüegg R.,
Würsch J.
Publication year - 1957
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19570400732
Subject(s) - chemistry , isoprene , alcohol , carboxylic acid , cholesterol , organic chemistry , stereochemistry , biochemistry , copolymer , polymer
The influence of nearly all known physiological isoprene‐like carboxylic acids with 5 and 6 carbon atoms on the incorporation of [1‐ 14 C]‐acetate into substances precipitated by digitonine was investigated by means of liver homogenates in buffers with various supplements.β,δ‐Dihydroxy‐β‐methylvaleric acid and β‐hydroxy‐ β‐methylglutaric acid appear to be the most closely related to the hypothetical isoprene unit; isovaleric acid, β, β‐dimethylacrylic acid and β‐hydroxyβ isovaleric acid appear to lie on a by‐path leading probably via β‐hydroxy‐β‐methylglutaric acid to cholesterol. Trans ‐ and cis ‐β‐methyl‐ glutaconic acid do not seem either to be necessary intermediates in cholesterol biosynthesis. β‐Methyl‐crotylaldehyde, β‐methyl‐crotyl‐ alcohol and isomylalcohol considerably inhibited the incorporation of acetate; however, it was uncertain whether this was due to a true inhibition or whether it indicates a metabolic pathway from isovaleric acid and β, β‐dimethylacrylic acid to cholesterol which does not proceed via β‐hydroxy‐β‐methylglutaric acid.