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Ligand structures of synthetic deoxa-pyranosylamines with raucaffricine and strictosidine glucosidases provide structural insights into their binding and inhibitory behaviours.

Xia, Liqun ; Lin, Haili ; Staniek, Agata ; Panjikar, Santosh ; Ruppert, Martin ; Hilgers, Petra ; Williardt, Jörg ; Rajendran, Chitra ; Wang, Meitian ; Warzecha, Heribert ; Jäger, Volker ; Stöckigt, Joachim (2015)
Ligand structures of synthetic deoxa-pyranosylamines with raucaffricine and strictosidine glucosidases provide structural insights into their binding and inhibitory behaviours.
In: Journal of enzyme inhibition and medicinal chemistry, 30 (3)
Artikel, Bibliographie

Kurzbeschreibung (Abstract)

Abstract Insight into the structure and inhibition mechanism of O-β-d-glucosidases by deoxa-pyranosylamine type inhibitors is provided by X-ray analysis of complexes between raucaffricine and strictosidine glucosidases and N-(cyclohexylmethyl)-, N-(cyclohexyl)- and N-(bromobenzyl)-β-d-gluco-1,5-deoxa-pyranosylamine. All inhibitors anchored exclusively in the catalytic active site by competition with appropriate enzyme substrates. Thus facilitated prospective elucidation of the binding networks with residues located at <3.9 Å distance will enable the development of potent inhibitors suitable for the production of valuable alkaloid glucosides, raucaffricine and strictosidine, by means of synthesis in Rauvolfia serpentina cell suspension cultures.

Typ des Eintrags: Artikel
Erschienen: 2015
Autor(en): Xia, Liqun ; Lin, Haili ; Staniek, Agata ; Panjikar, Santosh ; Ruppert, Martin ; Hilgers, Petra ; Williardt, Jörg ; Rajendran, Chitra ; Wang, Meitian ; Warzecha, Heribert ; Jäger, Volker ; Stöckigt, Joachim
Art des Eintrags: Bibliographie
Titel: Ligand structures of synthetic deoxa-pyranosylamines with raucaffricine and strictosidine glucosidases provide structural insights into their binding and inhibitory behaviours.
Sprache: Englisch
Publikationsjahr: 2015
Titel der Zeitschrift, Zeitung oder Schriftenreihe: Journal of enzyme inhibition and medicinal chemistry
Jahrgang/Volume einer Zeitschrift: 30
(Heft-)Nummer: 3
Kurzbeschreibung (Abstract):

Abstract Insight into the structure and inhibition mechanism of O-β-d-glucosidases by deoxa-pyranosylamine type inhibitors is provided by X-ray analysis of complexes between raucaffricine and strictosidine glucosidases and N-(cyclohexylmethyl)-, N-(cyclohexyl)- and N-(bromobenzyl)-β-d-gluco-1,5-deoxa-pyranosylamine. All inhibitors anchored exclusively in the catalytic active site by competition with appropriate enzyme substrates. Thus facilitated prospective elucidation of the binding networks with residues located at <3.9 Å distance will enable the development of potent inhibitors suitable for the production of valuable alkaloid glucosides, raucaffricine and strictosidine, by means of synthesis in Rauvolfia serpentina cell suspension cultures.

Fachbereich(e)/-gebiet(e): 10 Fachbereich Biologie
10 Fachbereich Biologie > Plant Biotechnology and Metabolic Engineering
Hinterlegungsdatum: 07 Jul 2015 08:20
Letzte Änderung: 16 Sep 2015 11:36
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