7POB

An Irreversible, Promiscuous and Highly Thermostable Claisen-Condensation Biocatalyst Drives the Synthesis of Substituted Pyrroles

Summary for 7POB

• Entry DOI: 10.2210/pdb7pob/pdb
• Descriptor: 8-amino-7-oxononanoate synthase/2-amino-3-ketobutyrate coenzyme A ligase, PYRIDOXAL-5'-PHOSPHATE, SODIUM ION, ... (4 entities in total)
• Functional Keywords: biocatalyst, cascade, chemo-enzymatic, thermophilic, promiscuous, alpha-oxoamine synthase, pyrrole, synthase
• Biological source: Thermus thermophilus
• Total number of polymer chains: 4
• Total formula weight: 187352.14

Authors

Basle, A.,Ashley, B.,Campopiano, D.,Marles-Wright, J. (deposition date: 2021-09-08, release date: 2022-09-21, Last modification date: 2024-02-28)

Primary citation

Ashley, B.,Basle, A.,Sajjad, M.,El Ashram, A.,Kelis, P.,Marles-Wright, J.,Campopiano, D.J.
Versatile Chemo-Biocatalytic Cascade Driven by a Thermophilic and Irreversible C-C Bond-Forming alpha-Oxoamine Synthase.
Acs Sustain Chem Eng, 11:7997-8002, 2023

PubMed Abstract: We report a chemo-biocatalytic cascade for the synthesis of substituted pyrroles, driven by the action of an irreversible, thermostable, pyridoxal 5'-phosphate (PLP)-dependent, C-C bond-forming biocatalyst (AOS). The AOS catalyzes the Claisen-like condensation between various amino acids and acyl-CoA substrates to generate a range of α-aminoketones. These products are reacted with β-keto esters in an irreversible Knorr pyrrole reaction. The determination of the 1.6 Å resolution crystal structure of the PLP-bound form of AOS lays the foundation for future engineering and directed evolution. This report establishes the AOS family as useful and versatile C-C bond-forming biocatalysts.

PubMed: 37266354
DOI: 10.1021/acssuschemeng.3c00243

Experimental method

X-RAY DIFFRACTION (2 Å)