Biocatalytic route scouting and enzyme screening toward the synthesis of α-benzyl L-glutamate

Autor: Peter J. L. M. Quaedflieg, Lisanne M. H. Jente, Monika Müller, Linda Vermote, Victor Plesciuc, Jan-Metske van der Laan, Lone Nielsen, Martin Schürmann
Jazyk: angličtina
Rok vydání: 2024
Předmět:
Zdroj: Frontiers in Catalysis, Vol 3 (2024)
Druh dokumentu: article
ISSN: 2673-7841
DOI: 10.3389/fctls.2023.1285074
Popis: We here report four biocatalytic approaches for the synthesis of the protected amino acid building block α-benzyl L-glutamate. Screenings of these routes to identify active and selective enzymes were conducted, and major hits were confirmed in retest reactions. In the first approach, N-Boc L-glutamic acid is mono-benzylesterified by the protease Alcalase with 81% yield; and in the other three approaches, a biocatalytic γ-selective hydrolysis of α,γ-dibenzyl L-glutamate, a selective amide hydrolysis of α-benzyl L-glutamine, and a selective lactam hydrolysis of alpha-benzyl L-pyroglutamate is performed with up to 71% yield.
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