Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst

Claudia Rinnofner; Bianca Kerschbaumer; Hansjörg Weber; Anton Glieder; Margit Winkler

doi:10.1016/j.bcab.2018.12.022

Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst

Claudia Rinnofner, Bianca Kerschbaumer, Hansjörg Weber, Anton Glieder, Margit Winkler

Publikation: Beitrag in einer Fachzeitschrift › Artikel › Begutachtung

Abstract

Class VIII self-sufficient CYP from Aspergillus fumigatus (CYP505X) and a variant with five mutations were heterologously expressed in Pichia pastoris. Ibuprofen – a widely used non-steroidal anti-inflammatory drug (NSAID) – was oxidized most efficiently in a whole cell mediated biotransformation. The two major metabolites were isolated by preparative HPLC and their structure elucidated by NMR. Specifically, ibuprofen was hydroxylated at the tertiary carbon atom and the benzylic position on the lipophilic side chain.

Originalsprache	englisch
Seiten (von - bis)	525-528
Seitenumfang	4
Fachzeitschrift	Biocatalysis and Agricultural Biotechnology
Jahrgang	17
DOIs	https://doi.org/10.1016/j.bcab.2018.12.022
Publikationsstatus	Veröffentlicht - 2019

ASJC Scopus subject areas

Angewandte Mikrobiologie und Biotechnologie
Bioengineering
Lebensmittelwissenschaften
Agronomie und Nutzpflanzenwissenschaften
Biotechnology

Fields of Expertise

Human- & Biotechnology

Zugriff auf Dokument

10.1016/j.bcab.2018.12.022Lizenz: CC BY-ND 4.0

Andere Dateien und Links

http://www.scopus.com/inward/record.url?scp=85059846227&partnerID=8YFLogxK

1 Abgeschlossen

EU - ROBOX - Ausbau der industriellen Verwendung von Robusten Oxidativen Biokatalysten zur Umwandlung und Produktion von Alkoholen
Glieder, A.
1/04/15 → 31/03/19
Projekt: Forschungsprojekt

1 Öffentlicher Vortrag oder öffentliche Diskussion

Enzyme für die pharmazeutische Forschung
Margit Winkler (Redner/in)
7 Mai 2019
Aktivität: Vortrag oder Präsentation › Öffentlicher Vortrag oder öffentliche Diskussion › Science to public

2 Poster
1 Artikel

Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst
Rinnofner, C., Kerschbaumer, B., Weber, H., Glieder, A. & Winkler, M., Apr. 2019.
Publikation: Konferenzbeitrag › Poster
Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst
Rinnofner, C., Kerschbaumer, B., Weber, H., Glieder, A. & Winkler, M., Nov. 2019.
Publikation: Konferenzbeitrag › Poster
Exploring the Biocatalytic Potential of a Self‐Sufficient Cytochrome P450 from Thermothelomyces thermophila
Fürst, M. J. L. J., Kerschbaumer, B., Rinnofner, C., Migglautsch, A. K., Winkler, M. & Fraaije, M. W., 2019, in: Advanced Synthesis & Catalysis. 361, 11, S. 2487-2496
Publikation: Beitrag in einer Fachzeitschrift › Artikel › Begutachtung

Open Access

Dieses zitieren

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abstract = "Class VIII self-sufficient CYP from Aspergillus fumigatus (CYP505X) and a variant with five mutations were heterologously expressed in Pichia pastoris. Ibuprofen – a widely used non-steroidal anti-inflammatory drug (NSAID) – was oxidized most efficiently in a whole cell mediated biotransformation. The two major metabolites were isolated by preparative HPLC and their structure elucidated by NMR. Specifically, ibuprofen was hydroxylated at the tertiary carbon atom and the benzylic position on the lipophilic side chain.",

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author = "Claudia Rinnofner and Bianca Kerschbaumer and Hansj{\"o}rg Weber and Anton Glieder and Margit Winkler",

year = "2019",

doi = "10.1016/j.bcab.2018.12.022",

language = "English",

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T1 - Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst

AU - Rinnofner, Claudia

AU - Kerschbaumer, Bianca

AU - Weber, Hansjörg

AU - Glieder, Anton

AU - Winkler, Margit

PY - 2019

Y1 - 2019

N2 - Class VIII self-sufficient CYP from Aspergillus fumigatus (CYP505X) and a variant with five mutations were heterologously expressed in Pichia pastoris. Ibuprofen – a widely used non-steroidal anti-inflammatory drug (NSAID) – was oxidized most efficiently in a whole cell mediated biotransformation. The two major metabolites were isolated by preparative HPLC and their structure elucidated by NMR. Specifically, ibuprofen was hydroxylated at the tertiary carbon atom and the benzylic position on the lipophilic side chain.

AB - Class VIII self-sufficient CYP from Aspergillus fumigatus (CYP505X) and a variant with five mutations were heterologously expressed in Pichia pastoris. Ibuprofen – a widely used non-steroidal anti-inflammatory drug (NSAID) – was oxidized most efficiently in a whole cell mediated biotransformation. The two major metabolites were isolated by preparative HPLC and their structure elucidated by NMR. Specifically, ibuprofen was hydroxylated at the tertiary carbon atom and the benzylic position on the lipophilic side chain.

KW - API Metabolism

KW - Cytochrome P450

KW - Hydroxylation

KW - Ibuprofen

UR - http://www.scopus.com/inward/record.url?scp=85059846227&partnerID=8YFLogxK

U2 - 10.1016/j.bcab.2018.12.022

DO - 10.1016/j.bcab.2018.12.022

M3 - Article

SN - 1878-8181

VL - 17

SP - 525

EP - 528

JO - Biocatalysis and Agricultural Biotechnology

JF - Biocatalysis and Agricultural Biotechnology

ER -

Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst

Abstract

ASJC Scopus subject areas

Fields of Expertise

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Andere Dateien und Links

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EU - ROBOX - Ausbau der industriellen Verwendung von Robusten Oxidativen Biokatalysten zur Umwandlung und Produktion von Alkoholen

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Enzyme für die pharmazeutische Forschung

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