Work

Halogenase-Assisted Biocatalytic Derivatization of Aminothiazoles and Cephalosporin Antibiotics

Year: 2025

Type: article

Abstract: With a view toward the prominence of brominated intermediates in chemical synthesis, we describe here a biocatalytic scheme for the enzymatic bromination of 2-aminothiazoles using a marine macroalgal brominase in reaction conditions that are directly compatible with Suzuki-Miyaura cross-coupling reactions. Enzymatically delivered brominated thiazoles, without intermediary purification, are arylated in high yields. We demonstrate the applicability of the methodology described herein in derivatizing clinically administered cephalosporin antibiotics and prodrugs in an aqueous solvent and mild reaction conditions.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c03043

Authors: Paul J. Branham, Nirmal Saha, Sophia E. Oyelere, Vinayak Agarwal

Institution: Georgia Institute of Technology

Language: English

Topic: Enzyme Catalysis and Immobilization

Subfield: Molecular Biology

Field: Biochemistry, Genetics and Molecular Biology

Domain: Life Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Renewable Bioproducts Institute, National Institute of General Medical Sciences