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Literature DB >> 27520013

Metabolism of 2(RS),3-epiminosqualene to 24(RS),25-epiminolanosterol byGibberella fujikuroi.

Abstract

The metabolic fate of 2(RS),3-epiminosqualene (Isq.), a demonstrable inhibitor of the 2,3-oxidosqualene-lanosterol cyclase, has been studied inGibberella fujikuroi. The fungus transforms Isq. to a tetracyclic product for which the 24(RS),25-epiminolanosterol (EL) formulation was indicated by chromatographic and spectral data. The results are consistent with the pathway: Isq.→2,3-imino-22, 23-oxidosqualene→EL.

Entities: Chemical

Year: 1988 PMID： 27520013 DOI： 10.1007/BF02537354

Source DB: PubMed Journal: Lipids ISSN： 0024-4201 Impact factor: 1.880

9 in total

1. Letter: Enzymic epoxidation of squalene variants.

Authors: E E van Tamelen; J R Heys
Journal: J Am Chem Soc Date: 1975-03-05 Impact factor: 15.419

2. Formation of sterols by the action of 2,3-oxidosqualene-sterol cyclase on the factitious substrates 2,3:22,23-dioxidosqualene and 2,3-oxido-22,23-dihydrosqualene.

Authors: E J Corey; S K Gross
Journal: J Am Chem Soc Date: 1967-08-16 Impact factor: 15.419

3. 2,3-iminosqualene, a potent inhibitor of the enzymic cyclization of 2,3-oxidosqualene to sterols.

Authors: E J Corey; P R Ortiz de Montellano; K Lin; P D Dean
Journal: J Am Chem Soc Date: 1967-05-24 Impact factor: 15.419

4. Control of fungal sterol C-24 transalkylation: importance to developmental regulation.

Authors: W D Nes; P K Hanners; E J Parish
Journal: Biochem Biophys Res Commun Date: 1986-09-14 Impact factor: 3.575

5. In vitro inhibition of animal and higher plants 2,3-oxidosqualene-sterol cyclases by 2-aza-2,3-dihydrosqualene and derivatives, and by other ammonium-containing molecules.

Authors: A Duriatti; P Bouvier-Nave; P Benveniste; F Schuber; L Delprino; G Balliano; L Cattel
Journal: Biochem Pharmacol Date: 1985-08-01 Impact factor: 5.858

1 in total

1. 19-Azasqualene-2,3-epoxide and its N-oxide: metabolic fate and inhibitory effect on sterol biosynthesis in Saccharomyces cerevisiae.

Authors: P Milla; F Viola; M Ceruti; F Rocco; L Cattel; G Balliano
Journal: Lipids Date: 1999-07 Impact factor: 1.880

1 in total

Metabolism of 2(RS),3-epiminosqualene to 24(RS),25-epiminolanosterol byGibberella fujikuroi.

1. Letter: Enzymic epoxidation of squalene variants.

2. Formation of sterols by the action of 2,3-oxidosqualene-sterol cyclase on the factitious substrates 2,3:22,23-dioxidosqualene and 2,3-oxido-22,23-dihydrosqualene.

3. 2,3-iminosqualene, a potent inhibitor of the enzymic cyclization of 2,3-oxidosqualene to sterols.

4. Control of fungal sterol C-24 transalkylation: importance to developmental regulation.

5. In vitro inhibition of animal and higher plants 2,3-oxidosqualene-sterol cyclases by 2-aza-2,3-dihydrosqualene and derivatives, and by other ammonium-containing molecules.

6. The squalene-2,3-epoxide cyclase as a model for the development of new drugs.

7. Physiological requirement for biosynthesis of multiple 24 beta-methyl sterols in Gibberella fujikuroi.

8. Stereochemical specificity for sterols in Saccharomyces cerevisiae.

9. Effects of 2,3-iminosqualene on cultured cells.

1. 19-Azasqualene-2,3-epoxide and its N-oxide: metabolic fate and inhibitory effect on sterol biosynthesis in Saccharomyces cerevisiae.