| Title : The alpha\/beta hydrolase AzpM catalyzes dipeptide synthesis in alazopeptin biosynthesis using two molecules of carrier protein-tethered amino acid - Kawai_2022_Chembiochem__ |
| Author(s) : Kawai S , Katsuyama Y , Ohnishi Y |
| Ref : Chembiochem , : , 2022 |
| Abstract : During the biosynthesis of alazopeptin, a tripeptide composed of two molecules of 6-diazo-5-oxo-L-norleucine (DON) and one of alanine, the alpha/beta hydrolase AzpM synthesizes the DON-DON dipeptide using DON tethered to the carrier protein AzpF (DON-AzpF). However, whether AzpM catalyzes the condensation of DON-AzpF with DON or DON-AzpF remains unclear. Here, to distinguish between these two condensation possibilities, the reaction catalyzed by AzpM was examined in vitro using a DON analog, azaserine (AZS). We found that AzpM catalyzed the condensation between AZS-AzpF and DON-AzpF, but not between AZS-AzpF and DON. Possible reaction intermediates, DON-DON-AzpF and AZS-AZS-AzpF, were also detected during AzpM-catalyzed dipeptide formation from DON-AzpF and AZS-AzpF, respectively. From these results, we concluded that AzpM catalyzed the condensation of the two molecules of DON-AzpF and subsequent hydrolysis to produce DON-DON. Thus, AzpM is an unprecedented alpha/beta hydrolase that catalyzes dipeptide synthesis from two molecules of a carrier protein-tethered amino acid. |
| ESTHER : Kawai_2022_Chembiochem__ |
| PubMedSearch : Kawai_2022_Chembiochem__ |
| PubMedID: 35132756 |
| Gene_locus related to this paper: strgu-AzpM |
| Gene_locus related to this paper: strgu-AzpM |
Kawai S, Katsuyama Y, Ohnishi Y (2022)
The alpha\/beta hydrolase AzpM catalyzes dipeptide synthesis in alazopeptin biosynthesis using two molecules of carrier protein-tethered amino acid
Chembiochem
:
Kawai S, Katsuyama Y, Ohnishi Y (2022)
Chembiochem
: