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Inhibition of C28 and C29 phytosterol metabolism by N, N-dimethyldodecanamine in the nematode caenorhabditis elegans
Year:
1985
Source of publication :
Lipids
Authors :
Svoboda, James
;
.
Volume :
20
Co-Authors:
Lozano, R., Department of Botany, University of Maryland, College Park, 20742, MD, United States
Lusby, W.R., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Chitwood, D.J., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Thompson, M.J., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Svoboda, J.A., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Facilitators :
From page:
158
To page:
166
(
Total pages:
9
)
Abstract:
Effects on the metabolism of campesterol and stigmasterol in Caenorhabditis elegans were investigated using N,N-dimethyldodecanamine, a known inhibitor of growth, reproduction and the Δ24-sterol reductase of this nematode. 7-Dehydrocholesterol was the predominant sterol (51%) of C. elegans grown in stigmasterol-supplemented media, whereas addition of 25 ppm amine resulted in a large decrease in the relative percentage of 7-dehydrocholesterol (23%) and the accumulation of a substantial proportion (33%) of Δ24-sterols (e.g., cholesta-5,7,24-trienol) and Δ22,24-sterols (e.g., cholesta-5,7,22, 24-tetraenol) but yielded no Δ22-sterols. Dealkylation of stigmasterol by C. elegans proceeded in the presence of the Δ22-bond; reduction of the Δ22-bond occurred prior to Δ24-reduction. Addition of 25 ppm amine to campesterol-supplemented media altered the sterol composition of C. elegans by increasing the percentage of unmetabolized dietary campesterol from 39 to 60%, decreasing the percentage of 7-dehydrocholesterol from 26 to 12%, and causing the accumulation of several Δ24-sterols (6%). C. elegans also was shown to be capable of dealkylating a Δ24(28)-sterol as it converted 24-methyl-enecholesterol to mostly 7-dehydrocholesterol. The proposed role of 24-methylenecholesterol as an intermediate between campesterol and 7-dehydrocholesterol was supported by the results. © 1985 American Oil Chemists' Society.
Note:
Related Files :
amine
Amines
Animal
biosynthesis
Caenorhabditis
drug effect
metabolism
N,N-dimethyl-1-dodecanamine
Phytosterols
Show More
Related Content
More details
DOI :
10.1007/BF02534248
Article number:
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
30460
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 00:54
Scientific Publication
Inhibition of C28 and C29 phytosterol metabolism by N, N-dimethyldodecanamine in the nematode caenorhabditis elegans
20
Lozano, R., Department of Botany, University of Maryland, College Park, 20742, MD, United States
Lusby, W.R., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Chitwood, D.J., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Thompson, M.J., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Svoboda, J.A., Insect Physiology Laboratory, ARS, USDA, Bldg. 467, BARC-East, Beltsville, 20705, MD, United States
Inhibition of C28 and C29 phytosterol metabolism by N, N-dimethyldodecanamine in the nematode caenorhabditis elegans
Effects on the metabolism of campesterol and stigmasterol in Caenorhabditis elegans were investigated using N,N-dimethyldodecanamine, a known inhibitor of growth, reproduction and the Δ24-sterol reductase of this nematode. 7-Dehydrocholesterol was the predominant sterol (51%) of C. elegans grown in stigmasterol-supplemented media, whereas addition of 25 ppm amine resulted in a large decrease in the relative percentage of 7-dehydrocholesterol (23%) and the accumulation of a substantial proportion (33%) of Δ24-sterols (e.g., cholesta-5,7,24-trienol) and Δ22,24-sterols (e.g., cholesta-5,7,22, 24-tetraenol) but yielded no Δ22-sterols. Dealkylation of stigmasterol by C. elegans proceeded in the presence of the Δ22-bond; reduction of the Δ22-bond occurred prior to Δ24-reduction. Addition of 25 ppm amine to campesterol-supplemented media altered the sterol composition of C. elegans by increasing the percentage of unmetabolized dietary campesterol from 39 to 60%, decreasing the percentage of 7-dehydrocholesterol from 26 to 12%, and causing the accumulation of several Δ24-sterols (6%). C. elegans also was shown to be capable of dealkylating a Δ24(28)-sterol as it converted 24-methyl-enecholesterol to mostly 7-dehydrocholesterol. The proposed role of 24-methylenecholesterol as an intermediate between campesterol and 7-dehydrocholesterol was supported by the results. © 1985 American Oil Chemists' Society.
Scientific Publication
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