Revisiting D‐Acylases for D‐Amino Acid Production

ABSTRACT N‐Acyl‐D‐amino acid deacylases (EC 3.5.1.81, also known as D‐acylases) have been studied for decades for their utility in the kinetic resolution of N‐acetyl‐D,L‐amino acids (NAAs) due to a marked stereospecificity. In conjunction with an N‐succinyl‐amino acid racemase (NSAR), they impulse t...

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Main Authors: Sergio Martínez‐Rodríguez, Jose Antonio Gavira
Format: Article
Language:English
Published: Wiley 2025-06-01
Series:Microbial Biotechnology
Subjects:
Online Access:https://doi.org/10.1111/1751-7915.70179
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author Sergio Martínez‐Rodríguez
Jose Antonio Gavira
author_facet Sergio Martínez‐Rodríguez
Jose Antonio Gavira
author_sort Sergio Martínez‐Rodríguez
collection DOAJ
description ABSTRACT N‐Acyl‐D‐amino acid deacylases (EC 3.5.1.81, also known as D‐acylases) have been studied for decades for their utility in the kinetic resolution of N‐acetyl‐D,L‐amino acids (NAAs) due to a marked stereospecificity. In conjunction with an N‐succinyl‐amino acid racemase (NSAR), they impulse the dynamic kinetic resolution (DKR) of different NAAs until the corresponding enantiomerically pure D‐amino acids. Besides the clear interest in this enzyme cascade, the application of D‐acylase/NSAR tandems has been only briefly described outside the industrial field. In this work, we revisit D‐acylases for the DKR of NAAs, reporting the characterisation of two new recombinant D‐acylases belonging to Bordetella petrii and Klebsiella pneumoniae. The enzymes were successfully coupled with the recombinant NSAR from Geobacillus stearothermophilus for the biosynthesis of D‐methionine or D‐aminobutyric acid. We also carried out the structural characterisation of the D‐acylase from Klebsiella pneumoniae (KleDacyl), providing the second experimental 3‐D structure of a member of this family of enzymes. The structural model shows a highly dynamic character of this amidohydrolase superfamily member, supplying a snapshot of an open conformation of the enzyme most likely preceding substrate entrance into the catalytic cleft. Our results confirm for the first time the importance of an α/β mobile domain in the substrate specificity of D‐acylases (region 282–341 in KleDacyl), opening up new strategies for structural‐based protein engineering strategies.
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spelling doaj-art-fffa7069248d4422ac1af86ab79f4d672025-08-20T03:30:02ZengWileyMicrobial Biotechnology1751-79152025-06-01186n/an/a10.1111/1751-7915.70179Revisiting D‐Acylases for D‐Amino Acid ProductionSergio Martínez‐Rodríguez0Jose Antonio Gavira1Department of Biochemistry and Molecular Biology III and Immunology University of Granada Granada SpainRaw Materials, Human and Environmental Health, UGR Associated Unit of the CSIC by the IACT‐CSIC Armilla Granada SpainABSTRACT N‐Acyl‐D‐amino acid deacylases (EC 3.5.1.81, also known as D‐acylases) have been studied for decades for their utility in the kinetic resolution of N‐acetyl‐D,L‐amino acids (NAAs) due to a marked stereospecificity. In conjunction with an N‐succinyl‐amino acid racemase (NSAR), they impulse the dynamic kinetic resolution (DKR) of different NAAs until the corresponding enantiomerically pure D‐amino acids. Besides the clear interest in this enzyme cascade, the application of D‐acylase/NSAR tandems has been only briefly described outside the industrial field. In this work, we revisit D‐acylases for the DKR of NAAs, reporting the characterisation of two new recombinant D‐acylases belonging to Bordetella petrii and Klebsiella pneumoniae. The enzymes were successfully coupled with the recombinant NSAR from Geobacillus stearothermophilus for the biosynthesis of D‐methionine or D‐aminobutyric acid. We also carried out the structural characterisation of the D‐acylase from Klebsiella pneumoniae (KleDacyl), providing the second experimental 3‐D structure of a member of this family of enzymes. The structural model shows a highly dynamic character of this amidohydrolase superfamily member, supplying a snapshot of an open conformation of the enzyme most likely preceding substrate entrance into the catalytic cleft. Our results confirm for the first time the importance of an α/β mobile domain in the substrate specificity of D‐acylases (region 282–341 in KleDacyl), opening up new strategies for structural‐based protein engineering strategies.https://doi.org/10.1111/1751-7915.70179acylaseamidohydrolaseamidohydrolase processamino acidenzyme cascadeN‐acyl‐amino acid
spellingShingle Sergio Martínez‐Rodríguez
Jose Antonio Gavira
Revisiting D‐Acylases for D‐Amino Acid Production
Microbial Biotechnology
acylase
amidohydrolase
amidohydrolase process
amino acid
enzyme cascade
N‐acyl‐amino acid
title Revisiting D‐Acylases for D‐Amino Acid Production
title_full Revisiting D‐Acylases for D‐Amino Acid Production
title_fullStr Revisiting D‐Acylases for D‐Amino Acid Production
title_full_unstemmed Revisiting D‐Acylases for D‐Amino Acid Production
title_short Revisiting D‐Acylases for D‐Amino Acid Production
title_sort revisiting d acylases for d amino acid production
topic acylase
amidohydrolase
amidohydrolase process
amino acid
enzyme cascade
N‐acyl‐amino acid
url https://doi.org/10.1111/1751-7915.70179
work_keys_str_mv AT sergiomartinezrodriguez revisitingdacylasesfordaminoacidproduction
AT joseantoniogavira revisitingdacylasesfordaminoacidproduction