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Updated: Jan 31, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions

Published on: July 28, 2022

レスソルシノール誘導体の生体触媒的区域選択的C-ホルミル化

Lilla Gal¹, Suresh Rohan², Anna Żądło-Dobrowolska¹

¹Institute of Chemistry, University of Graz, Graz, Austria.

Angewandte Chemie (International ed. in English)

|January 30, 2026

Abstract:

Although aromatic formylation reactions are highly valuable from a synthetic perspective, a biocatalytic version has not yet been reported. Here, the cofactor-independent multimeric three-component acyltransferase from Chromobacterium sphagni (CsATase) was identified to enable the nonnatural promiscuous regioselective C-formylation of polyphenolic substrates, especially resorcinol derivatives, and thus extending the reaction scope of acyltransferases. Formylation of 4- and 5-substituted resorcinol derivatives gave access to regioselectively mono-formylated products with up to 99% conversion and up to 74% isolated yield. Formylation of phloroglucinol led to the di-formylated product with 99% conversion, outperforming chemical methods. Structural analysis of CsATase by X-ray crystallography provided insights into its active site.

キーワード:

X線構造解析アシル基転移酵素生体触媒生体触媒的ホルミル化レスソルシノール誘導体

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