A highly-productive strategy based on the use of an acyltransferase from Mycobacterium smegmatis (MsAcT), for the preparation of aminooxo-acids in water was developed. 1 M-scale biotransformations were carried out with excellent yields (68-94%) and rapid reactions (0.5-5 h) starting from anilines and a range of different anhydrides. The high substrate-to-catalyst ratio (M-substrate/M-catalyst: 25 000), enzymatic stability (one month without any activity loss), and excellent protein purification yields (130 mg from 2 g of wet cell paste) made this process a green and cost-efficient approach, which was successfully applied for the preparation of a key intermediate of SAHA synthesis.
Enzymatic amide bond formation : synthesis of aminooxo-acids through a Mycobacterium smegmatis acyltransferase / M.S. Christodoulou, M.L. Contente, S. Dallavalle, A. Pinto. - In: GREEN CHEMISTRY. - ISSN 1463-9262. - 24:11(2022 Jun 07), pp. 4432-4436. [10.1039/d2gc00655c]
Enzymatic amide bond formation : synthesis of aminooxo-acids through a Mycobacterium smegmatis acyltransferase
M.S. Christodoulou
Primo
;M.L. Contente
Secondo
;S. DallavallePenultimo
;A. PintoUltimo
2022
Abstract
A highly-productive strategy based on the use of an acyltransferase from Mycobacterium smegmatis (MsAcT), for the preparation of aminooxo-acids in water was developed. 1 M-scale biotransformations were carried out with excellent yields (68-94%) and rapid reactions (0.5-5 h) starting from anilines and a range of different anhydrides. The high substrate-to-catalyst ratio (M-substrate/M-catalyst: 25 000), enzymatic stability (one month without any activity loss), and excellent protein purification yields (130 mg from 2 g of wet cell paste) made this process a green and cost-efficient approach, which was successfully applied for the preparation of a key intermediate of SAHA synthesis.File | Dimensione | Formato | |
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