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Characterization of Neurospora crassa mutants isolated following repeat-induced point mutation of the beta subunit of fatty acid synthase (1999)

Goodrich-Tanrikulu, Marta ; Jacobson, David J. ; Stafford, Allan E. ; [et al.]

Springer

Current genetics 36 (1999), S. 147-152

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ISSN: 1432-0983

Keywords: Key words Fatty acid biosynthesis ; Filamentous fungi ; Neurospora crassa ; Repeat-induced point mutation

Source: Springer Online Journal Archives 1860-2000

Topics: Biology

Notes: Abstract Neurospora crassacel-2 mutants were isolated following repeat-induced point mutation using part of the gene encoding β-fatty acid synthase. These mutants are phenotypically less leaky than cel-1, which has a defective α-fatty acid synthase. The cel-2 mutant had a strict fatty acid (16:0) requirement for growth, and syn-thesized less fatty acid de novo than cel-1. Unlike cel-1, cel-2 has impaired fertility, and homozygous crosses are infertile, suggesting a low but strict requirement for fatty acid synthesis during sexual development. Like cel-1, cel-2 synthesized unusually high levels of the polyunsaturate 18:3Δ9,12,15, and elongated 18:2Δ9,12 and 18:3Δ9,12,15 to 20:2Δ11,14 and 20:3Δ11,14,17, respectively. These fatty acids are not synthesized by wild-type, except following treatment with cerulenin (a fatty acid synthase inhibitor), demonstrating that inhibition of fatty acid biosynthesis results in a relative increase in both fatty acid desaturation and elongation activity.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/s002940050484

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Chemical synthesis, absolute configuration, and stereochemistry of formation of 10-hydroxywarfarin: A major oxidative metabolite of (+)-(r)-warfarin from hepatic microsomal preparations (1990)

Lawrence, Ross F. ; Rettie, Allan E. ; Eddy, A. Craig ; [et al.]

New York, NY [u.a.] : Wiley-Blackwell

Chirality 2 (1990), S. 96-105

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ISSN: 0899-0042

Keywords: human liver ; P-450IIIA family ; 10-hydroxywarfarin ; Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: The synthesis of a diastereomerically pure 10-hydroxywarfarin [4-hydroxy-3-(2-hydroxy-3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one] was accomplished in three steps from racemic warfarin. The relative configuration of the synthetic product was established by conversion to a cyclic derivative followed by NMR and X-ray diffraction analysis. Absolute stereochemistry was determined by enzymatic conversion of either of the pure enantiomers of warfarin to a 10-hydroxy metabolite of known relative configuration. Metabolic formation of 10-hydroxywarfarin was studied using hepatic microsomal preparations from female rats and man. The formation of 10-hydroxywarfarin catalyzed by hepatic microsomes from both dexamethasone-treated rats and man was highly stereoselective [(R)/(S): 3.4-9.0] for (R)-warfarin. In contrast, little stereoselectivity was observed in reactions catalyzed by untreated rat liver microsomes. The resultant stereochemistry at the site of oxidation was also found to be highly dependent on substrate stereochemistry. (R)-Warfarin gave (9R;10S)-10-hydroxywarfarin with only a trace of the (9R;10R) isomer irrespective of which enzyme preparation was used for catalysis, while (S)-warfarin gave (9S;10R)-10-hydroxywarfarin with only a trace of the (9S;10S) isomer, again irrespective of which enzyme preparation was used for catalysis.

Additional Material: 5 Ill.