Biosynthesis of brevinic acid from lawsone.
Org Biomol Chem
; 22(34): 7035-7038, 2024 08 28.
Article
en En
| MEDLINE
| ID: mdl-39145461
ABSTRACT
The menaquinone-pathway (men) is widespread in bacteria and key to the biosynthesis of intriguing small molecules such as the essential vitamin menaquinone and the natural dye lawsone. The violet molecule brevinic acid is another proposed product of men, but its direct biosynthetic precursor has remained doubtful. In this study, we isolated brevinic acid from E. coli and confirmed its non-enzymatic formation from lawsone and homocysteine involving an intermediate acetylation or phosphorylation step. We furthermore compared our proposed substrates in a non-enzymatic assay against the previously hypothesized precursor DHNA and showed that the reaction with activated lawsone derivatives proceeded faster, more selective, and with complete turnover. This supports our proposed biosynthesis of brevinic acid from lawsone and enables a cost effective, larger-scale synthesis of brevinic acid.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Naftoquinonas
/
Escherichia coli
Idioma:
En
Revista:
Org Biomol Chem
Asunto de la revista:
BIOQUIMICA
/
QUIMICA
Año:
2024
Tipo del documento:
Article
País de afiliación:
Alemania
Pais de publicación:
Reino Unido