title: Preparation of unnatural amino acids with ammonia-lyases and 2,3-aminomutases.
abstract: Ammonia-lyases catalyze a wide range of processes leading to α,β-unsaturated compounds by elimination of ammonia. In this chapter, ammonia-lyases are reviewed with major emphasis on their synthetic applications in stereoselective preparation of unnatural amino acids. Besides the synthesis of various unnatural α-amino acids with the aid of phenylalanine ammonia-lyases (PALs) utilizing the 3,5-dihydro-5-methylidene-4H-imidazol-4-one (MIO) prosthetic groups, the biotransformations leading to various unnatural β-amino acids with phenylalanine 2,3-aminomutases using the same catalytic MIO prosthetic group are discussed. Cloning, production, purification, and biotransformation protocols for PAL are described in detail.
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary. poppe@mail.bme.hu
authors.forename: László
authors.initials: L
authors.lastname: Poppe
authors.forename: Csaba
authors.initials: C
authors.lastname: Paizs
authors.forename: Klaudia
authors.initials: K
authors.lastname: Kovács
authors.forename: Florin-Dan
authors.initials: FD
authors.lastname: Irimie
authors.forename: Beáta
authors.initials: B
authors.lastname: Vértessy
mesh_terms: D000596:Amino Acids / Q000096:biosynthesis*; D000642:Ammonia-Lyases / Q000378:metabolism*; D001483:Base Sequence; D055162:Biocatalysis; D017931:DNA Primers; D019751:Intramolecular Transferases / Q000378:metabolism*; D016133:Polymerase Chain Reaction; D013379:Substrate Specificity
chemical_list: D000596:Amino Acids; D017931:DNA Primers; D000642:Ammonia-Lyases; D019751:Intramolecular Transferases