Amine–boranes: effective reducing agents for the deracemisation of dl-amino acids using l-amino acid oxidase from Proteus myxofaciens
…, PP Taylor, IG Fotheringham, DJ Ager, NJ Turner
Index: Alexandre, Francois-Rene; Pantaleone, David P.; Taylor, Paul P.; Fotheringham, Ian G.; Ager, David J.; Turner, Nicholas J. Tetrahedron Letters, 2002 , vol. 43, # 4 p. 707 - 710
Full Text: HTML
Citation Number: 94
Abstract
The deracemisation of dl-α-amino acids using l-amino acid oxidase from Proteus myxofaciens and amine-boranes as chemical reducing agents has been investigated. Amine-boranes were found to be of particular interest in terms of reactivity and chemoselectivity compared to sodium borohydride and cyanoborohydride. Starting from the racemate, a range of d-amino acids were obtained in yields of up to 90% and ee> 99%.
Related Articles:
[Gennari, Cesare; Colombo, Lino; Bertolini, Giorgio Journal of the American Chemical Society, 1986 , vol. 108, # 20 p. 6394 - 6395]
Characterization of d-amino acid aminotransferase from Lactobacillus salivarius
[Journal of Molecular Catalysis B: Enzymatic, , vol. 94, p. 15 - 22]
Plasmid??based, D??aminopeptidase??catalysed synthesis of (R)??amino acids
[Asano, Yasuhisa; Kishino, Katsuhiko; Yamada, Akiko; Hanamoto, Sawako; Kondo, Kiyosi Recueil des Travaux Chimiques des Pays-Bas, 1991 , vol. 110, # 5 p. 206 - 208]
[Journal of the American Chemical Society, , vol. 106, # 4 p. 1095 - 1098]
[Journal of the American Chemical Society, , vol. 106, # 4 p. 1095 - 1098]