72962-54-0Relevant articles and documents
24-METHYL-23-DEHYDROCHOLESTEROL: A NEW STEROL INTERMEDIATE IN C-24 DEMETHYLATION FROM THE NEMATODES PANAGRELLUS REDIVIVUS AND CAENORHABDITIS ELEGANS?
Salt, Thomas A.,Lozano, Ruben,Lusby, William R.,Chitwood, David J.,Thompson, Malcolm J.
, p. 451 - 460 (1986)
Panagrellus redivivus produced 24-methyl-23-dehydrocholesterol as 4.0percent of the 4-desmethylsterols when propagated in a medium containing campesterol as the dietary sterol.The re-examination of previous data revealed that Caenorhabditis elegans produced 1.8percent 24-methyl-23-dehydrocholesterol when propagated in medium containing campesterol. 24-Methyl-23-dehydrocholesterol was not detected when the nematodes were propagated in medium containing 22-dihydrobrassicasterol or 24-methylenecholesterol.This may be a result of the greater efficiency of dealkylation of the latter two sterols.This is the first report of the natural occurrence of this sterol in a non-photosynthetic organism, and the first report in organisms that dealkylate 24-alkylsterols.
INVESTIGATIONS ON THE Δ23-, Δ24(28)- and Δ25-STEROLS OF ZEA MAYS
Misso, Neil L. A.,Goad, L. John
, p. 73 - 82 (2007/10/02)
The sterols of Zea mays shoots were isolated and characterized by TLC, HPLC, GC/MS and 1H NMR techniques.In all, 22 4-demethyl sterols were identified and they included trace amounts of the Δ23-, Δ24- and Δ25-sterols. 24-methylcholesta-5,E-23-dien-3β-ol, 24-methylcholesta-5,Z-23-dien-3β-ol, 24-methylcholesta-5,25-dien-3β-ol 24-ethylcholesta-5,25-dien-3β-ol and 24-ethylcholesta-5,24-dien-3β-ol.In the 4,4-dimethyl sterol fraction, cycloartenol and 24-methylenecycloartanol were the major sterol components but small amounts of the Δ23-compound, cyclosadol, and the Δ25-compound, cyclolaudenol, were recognized.These various Δ23- and Δ25-sterols may have some importance in alternative biosynthetic routes to the major sterols, particularly the 24β-methylcholest-5-en-3β-ol component of the C28-sterols.Radioactivity from both MVA and methionine was incorporated by Z. mays shoots into the sterol mixture.Although 24-methylene and 24-ethylidene sterols were relatively highly labelled, the various Δ23- and Δ25-sterols contained much lower levels of radioactivity, which is possibly indicative of their participation in alternative sterol biosynthetic routes. (24R)-24-Ethylcholest-5-en-3β-ol (sitosterol) had a significantly higher specific activity than the 24-methylcholest-5-en-3β-ol indicating that the former is synthesized at a faster rate.Key Word Index -- Zea mays; Gramineae; sterols; sterol biosynthesis; cyclolaudenol; cyclosadol; 24-methylene-cycloartanol; 24-methylcholesta-5,E-23-dien-3β-ol; 24-methylcholesta-5,24(28)-dien-3β-ol; 24-methylcholesta-5,25-dien-3β-ol; 24-methylcholest-5-en-3β-ol; 24-ethylcholest-5-en-3β-ol.
