The catalytic mechanism of the 3-ketosteroid isomerase of Digitalis lanata involves an intramolecular proton transfer and the activity is not associated with the 3 beta-hydroxysteroid dehydrogenase activity

Meitinger N, Munkert J, Maia de Pádua R, De Souza Filho JD, Maid H, Bauer W, Braga FC, Kreis W (2016)

Publication Language: English

Publication Type: Journal article, Original article

Publication year: 2016

Journal

Tetrahedron Letters Elsevier

Publisher: Elsevier

Book Volume: 57

Pages Range: 1567-1571

Journal Issue: 14

DOI: 10.1016/j.tetlet.2016.02.099

Abstract

Studies indicate that the isomerization catalyzed by the Dl3KSI proceeds without significant isotope exchange between the medium and the steroid and thus involves an intramolecular proton transfer consistent with the mechanism of the bacterial 3-ketosteroid isomerase of Pseudomonas testosteroni. For the rDl3 beta HSD as well as under non-enzymatic conditions deuterium was incorporated from the incubation buffer during isomerization. Together with a comparison of the rate of isomerization under the different conditions, it was demonstrated that rDl3 beta HSD does not possess 3-ketosteroid isomerase activity. (C) 2016 Elsevier Ltd. All rights reserved.

Authors with CRIS profile

Nadine Meitinger Lehrstuhl für Pharmazeutische Biologie Jennifer Munkert Lehrstuhl für Pharmazeutische Biologie Harald Maid Lehrstuhl für Organische Chemie II Walter Bauer Lehrstuhl für Organische Chemie II Wolfgang Kreis Lehrstuhl für Pharmazeutische Biologie

Related research project(s)

The genus Digitalis: Molecular taxonomy, preservation, active constituents and therapeutic applications (DIGITALIS) May 1, 2012 - April 30, 2016

Involved external institutions

Universidade Federal de Minas Gerais (UFMG) BR Brazil (BR)

How to cite

APA:

Meitinger, N., Munkert, J., Maia de Pádua, R., De Souza Filho, J.D., Maid, H., Bauer, W.,... Kreis, W. (2016). The catalytic mechanism of the 3-ketosteroid isomerase of Digitalis lanata involves an intramolecular proton transfer and the activity is not associated with the 3 beta-hydroxysteroid dehydrogenase activity. Tetrahedron Letters, 57(14), 1567-1571. https://dx.doi.org/10.1016/j.tetlet.2016.02.099

MLA:

Meitinger, Nadine, et al. "The catalytic mechanism of the 3-ketosteroid isomerase of Digitalis lanata involves an intramolecular proton transfer and the activity is not associated with the 3 beta-hydroxysteroid dehydrogenase activity." Tetrahedron Letters 57.14 (2016): 1567-1571.

BibTeX: Download