H2O2‐Dependent Cytochrome System

  • ChemPubSoc Europe Logo
  • Author: Angewandte Chemie International Edition
  • Published Date: 20 April 2018
  • Source / Publisher: Angewandte Chemie International Edition/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: H<sub>2</sub>O<sub>2</sub>‐Dependent Cytochrome System

Cytochrome P450s are synthetically useful enzymes that can act as biocatalysts for the monooxygenation of various organic substrates such as hydroxylation, epoxidation, and sulfoxidation. However, their practical application is limited by their complicated electron-transport chains and the need for stoichiometric NAD(P)H (reduced nicotinamide adenine dinucleotide (phosphate)). An alternative is the use of H2O2, which would dramatically simplify the use of P450s, but is itself hampered by the poor activity of cytochromes in the presence of this oxidant.


Zhiqi Cong, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Shandong, and colleagues have rationally devised dual-functional small molecules (DFSMs) to facilitate the H2O2 activation process for P450BM3, one of the best-studied P450s. The DFSMs, such as N‐(ω‐imidazolyl fatty acyl)‐l‐amino acids, have an acyl amino acid group responsible for bounding to enzymeas an anchoring group (pictured as A), while an imidazolyl group (pictured as B) acts as a general acid–base catalyst in the activation of H2O2. This approach has resulted in greatly improved H2O2-driven monooxygenase activity towards unnatural substrates.


The scientists point out that their system is simple and practical in carrying out P450BM3-catalyzed oxidations using H2O2. The method is also promising for application to other P450s and for exploiting enzyme activity and function based on direct chemical intervention in the catalytic process.


 

Article Views: 1125

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

If you would like to reuse any content, in print or online, from ChemistryViews.org, please contact us first for permission. more


CONNECT:

ChemistryViews.org on Facebook

ChemistryViews.org on Twitter ChemistryViews.org on YouTube ChemistryViews.org on LinkedIn Sign up for our free newsletter


A product of ChemPubSoc Europe (16 European Chemical Societies)and Wiley-VCH