Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues

A series of alkylated 2,3‐dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross‐coupling strategy. These compounds have been used to investigate the substrate specificity of the meta‐cleavage dioxygenase BphC, a key enzyme in the...

Full description

Saved in:
Bibliographic Details
Published in:Chembiochem : a European journal of chemical biology 2018-08, Vol.19 (16), p.1771-1778
Main Authors: Nerdinger, Sven, Kuatsjah, Eugene, Hurst, Timothy E., Schlapp‐Hackl, Inge, Kahlenberg, Volker, Wurst, Klaus, Eltis, Lindsay D., Snieckus, Victor
Format: Article
Language:English
Subjects:
Alkylation
Biphenyl
biphenyls
Catabolism
Cleavage
Coupling (molecular)
cross-coupling
Dioxygenase
Lignin
metalation
microbial catabolism
Microorganisms
Substrate specificity
Substrates
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A series of alkylated 2,3‐dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross‐coupling strategy. These compounds have been used to investigate the substrate specificity of the meta‐cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation and characterization of the meta‐cleavage products will allow further study of related processes, including the catabolism of lignin‐derived biphenyls. Alkylated 2,3‐dihydroxybiphenyls (DHBs) have been prepared on the gram scale by using a Directed ortho Metalation–Suzuki–Miyaura coupling strategy. These compounds were used to investigate the substrate specificity of the meta‐cleavage dioxygenase BphC, a key enzyme in the microbial catabolism of biphenyl. Isolation of the meta‐cleavage products will allow further study of the catabolism of lignin‐derived biphenyls.
ISSN:1439-4227
1439-7633
DOI:10.1002/cbic.201800231