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

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	525-528
Number of pages	4
Journal	Biocatalysis and Agricultural Biotechnology
Volume	17
DOIs	https://doi.org/10.1016/j.bcab.2018.12.022
Publication status	Published - 2019

Keywords

API Metabolism
Cytochrome P450
Hydroxylation
Ibuprofen

ASJC Scopus subject areas

Applied Microbiology and Biotechnology
Bioengineering
Food Science
Agronomy and Crop Science
Biotechnology

Fields of Expertise

Human- & Biotechnology

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

Cite this

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title = "Cytochrome P450 mediated hydroxylation of ibuprofen using Pichia pastoris as biocatalyst",

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.",

keywords = "API Metabolism, Cytochrome P450, Hydroxylation, Ibuprofen",

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",

volume = "17",

pages = "525--528",

journal = "Biocatalysis and Agricultural Biotechnology",

issn = "1878-8181",

publisher = "Elsevier B.V.",

}

TY - JOUR

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

Keywords

ASJC Scopus subject areas

Fields of Expertise

Access to Document

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