Stereospecific Conversion of Oleic Acid to 10-Hydroxystearic Acid
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چکیده
منابع مشابه
The Stereospecific Conversion of Stearic Acid to Oleic Acid.
In several enzyme systems that catalyze the desaturation of stearic acid, oleic acid (cis-Ag-octadecenoic acid) is the sole product and the reaction is therefore characterized by positional and geometrical stereospecificity. We now have found that the desaturating system of Corynebacterium diphtheriae has the further property of selectively removing 1 particular hydrogen atom from each pair of ...
متن کاملStereospecificity of microbial hydrations of oleic Acid to 10-hydroxystearic Acid.
We recently described a simple method for ascertaining the stereochemical purities of hydroxy fatty acids (S. H. El-Sharkawy, W. Yang, L. Dostal, and J. P. N. Rosazza, Appl. Environ. Microbiol. 58:2116-2122, 1992) based on the H-nuclear magnetic resonance spectral analysis of diastereomeric S-(+)-O-acetylmandelate esters of hydroxystearates. This report describes the stereochemistries of microb...
متن کاملConversion of oleic acid to linoleic acid.
Reports from this laboratory have described the formation of palmitoleic and oleic acids from their saturated counterparts by enzyme systems of yeast (2, 3). For introducing a double bond into the 9,lO position of the aliphatic chain, the desaturating enzymes, acting on the coenzyme A derivatives of the fatty acids, require reduced triphosphopyridine nucleotide, and molecular oxygen as hydrogen...
متن کاملStereospecific elimination of hydrogen at C-10 in eicosapentaenoic acid during the conversion to leukotriene C5.
(10L)- and (10D)-[1-14C, 10-3H]5,8,11,14,17-eicosapentaenoic acids were synthesized to investigate mechanistic and stereochemical aspects of leukotriene biosynthesis. Experiments with mastocytoma cells showed that a hydrogen is stereospecifically eliminated from C-10 during the conversion of eicosapentaenoic acid to leukotriene C5. The hydrogen lost has the pro-S (D) configuration. 5-Hydroxy-6,...
متن کاملHydroxystearic acid and diarrhoea following ileal resection.
The faecal outputs of 10 patients who complained of diarrhoea after ileal resection were measured whilst they consumed identical diets in which most of the fat was present as olive oil. No relationship was found between faecal weight and hydroxystearic acid production. In three patients the output of hydroxystearic acid was reduced by changing the dietary fat. There was no reduction in faecal w...
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ژورنال
عنوان ژورنال: Journal of Biological Chemistry
سال: 1966
ISSN: 0021-9258
DOI: 10.1016/s0021-9258(18)96449-5