The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids

Gröger H, Trauthwein H, Buchholz S, Drauz K, Sacherer C, Godfrin S, Werner H (2004)
Org. Biomol. Chemistry 2(14): 1977-1978.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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DOI
Autor*in
Gröger, HaraldUniBi; Trauthwein, Harald; Buchholz, Stefan; Drauz, Karlheinz; Sacherer, Christiane; Godfrin, Sylvie; Werner, Helge
Einrichtung
Fakultät für Chemie > Industrielle Organische Chemie und Biotechnologie
Abstract / Bemerkung
The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids is reported. The presence of an N-chloroacetyl group as acyl group in the substrate as well as the use of porcine kidney acylase I as a suitable enzyme component are prerequisites for this resolution process whereby optically active beta-amino acids are formed with high enantioselectivities of >98% ee.
Erscheinungsjahr
2004
Zeitschriftentitel
Org. Biomol. Chemistry
Band
2
Ausgabe
14
Seite(n)
1977-1978
ISSN
1477-0520
eISSN
1477-0539
Page URI
https://pub.uni-bielefeld.de/record/2347164

Zitieren

Gröger H, Trauthwein H, Buchholz S, et al. The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids. Org. Biomol. Chemistry. 2004;2(14):1977-1978.
Gröger, H., Trauthwein, H., Buchholz, S., Drauz, K., Sacherer, C., Godfrin, S., & Werner, H. (2004). The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids. Org. Biomol. Chemistry, 2(14), 1977-1978. https://doi.org/10.1039/b406380e
Gröger, Harald, Trauthwein, Harald, Buchholz, Stefan, Drauz, Karlheinz, Sacherer, Christiane, Godfrin, Sylvie, and Werner, Helge. 2004. “The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids”. Org. Biomol. Chemistry 2 (14): 1977-1978.
Gröger, H., Trauthwein, H., Buchholz, S., Drauz, K., Sacherer, C., Godfrin, S., and Werner, H. (2004). The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids. Org. Biomol. Chemistry 2, 1977-1978.
Gröger, H., et al., 2004. The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids. Org. Biomol. Chemistry, 2(14), p 1977-1978.
H. Gröger, et al., “The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids”, Org. Biomol. Chemistry, vol. 2, 2004, pp. 1977-1978.
Gröger, H., Trauthwein, H., Buchholz, S., Drauz, K., Sacherer, C., Godfrin, S., Werner, H.: The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids. Org. Biomol. Chemistry. 2, 1977-1978 (2004).
Gröger, Harald, Trauthwein, Harald, Buchholz, Stefan, Drauz, Karlheinz, Sacherer, Christiane, Godfrin, Sylvie, and Werner, Helge. “The first aminoacylase-catalyzed enantioselective synthesis of aromatic beta-amino acids”. Org. Biomol. Chemistry 2.14 (2004): 1977-1978.

11 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

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Mathew S, Jeong SS, Chung T, Lee SH, Yun H., Biotechnol J 11(1), 2016
PMID: 26494487
Enzymatic synthesis of chiral γ-amino acids using ω-transaminase.
Shon M, Shanmugavel R, Shin G, Mathew S, Lee SH, Yun H., Chem Commun (Camb) 50(84), 2014
PMID: 25207334
Enantioselective acylation of β-phenylalanine acid and its derivatives catalyzed by penicillin G acylase from Alcaligenes faecalis.
Li D, Ji L, Wang X, Wei D., Prep Biochem Biotechnol 43(2), 2013
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Development of biocatalytic processes in Japan and Germany: from research synergies to industrial applications.
Gröger H, Asano Y, Bornscheuer UT, Ogawa J., Chem Asian J 7(6), 2012
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Bacterial β-aminopeptidases: structural insights and applications for biocatalysis.
Heck T, Geueke B, Kohler HP., Chem Biodivers 9(11), 2012
PMID: 23161625
Kinetic resolution of aromatic β-amino acids by ω-transaminase.
Bea HS, Park HJ, Lee SH, Yun H., Chem Commun (Camb) 47(20), 2011
PMID: 21487615
Exploiting the regioselectivity of Baeyer-Villiger monooxygenases for the formation of beta-amino acids and beta-amino alcohols.
Rehdorf J, Mihovilovic MD, Bornscheuer UT., Angew Chem Int Ed Engl 49(26), 2010
PMID: 20455228
Kinetic resolution of aliphatic beta-amino acid amides by beta-aminopeptidases.
Heck T, Seebach D, Osswald S, Ter Wiel MK, Kohler HP, Geueke B., Chembiochem 10(9), 2009
PMID: 19449346
Production of enantiomerically pure (S)-beta-phenylalanine and (R)-beta-phenylalanine by penicillin G acylase from Escherichia coli in aqueous medium.
Li D, Cheng S, Wei D, Ren Y, Zhang D., Biotechnol Lett 29(12), 2007
PMID: 17657412
Our senior editors. Stefan Buchholz: industrial biotechnology.
Buchholz S., Biotechnol J 1(2), 2006
PMID: 16892243
Biotransformation of R-2-hydroxy-4-phenylbutyric acid by D-lactate dehydrogenase and Candida boidinii cells containing formate dehydrogenase coimmobilized in a fibrous bed bioreactor.
Bai Y, Yang ST., Biotechnol Bioeng 92(2), 2005
PMID: 16037987

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