Resolution of fluorinated aminomethanphosphonic acids catalysed by penicillin g acylase - III

Article abstract of DOI:10.1080/10426509708043557

In this work, we have used Penicillin G acylase (EC 3.5.1.11) from E. coli to resolve kinetically four fluorinated aminomethanphosphonic acids : 1: 1-trifluoromethyl-, 2:1-p-fluorophenyl-, 3:1-m-fluorophenyl-, 4: 1-p-trifluoromethylphenyl-1-aminomethanphosphonic acids. This enzyme catalyses enantioselectively the hydrolysis of the N-phenylacetylated derivatives of 1-4. The enantiomeric excesses determined via ³¹P NMR spectra of the diastereomeric Pd(II) complexes of 1-4 were high for each compound studied. Dans ce travail, on a utilise la Penicilline G acylase (EC 3.5.1.11) de E. coli pour effectuer la resolution cinetique de quatre acides aminomethanphosphoniques fluores : acides 1: 1-trifluoromethyl-, 2: 1-p-fluorophenyl-, 3: 1-m-fluorophenyl-, 4: 1-p-trifluoromethylphenyl-1-aminomethanphosphoniques. Cette enzyme catalyse enantioselectivement l'hydrolyse des derives N-phenylacelyles des composes 1-4. Les exces enantiomeriques calcules grace aux spectres RMN du ³¹P des complexes diastereomeres du Pd(II) des produits 1-4 se sont reveles excellents dans chacun des cas etudies.

Full text of DOI:10.1080/10426509708043557

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Phosphorus, Sulfur, and Silicon and the
Related Elements
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RESOLUTION OF FLUORINATED
AMINOMETHANPHOSPHONIC ACIDS
CATALYSED BY PENICILLIN G ACYLASE - III
D. Vaubaillon a , V. Giraud a , C. Rabiller a , U. Gruss b , A. Haas b & G.
Hägele b
a Uniré de Recherches en Biocatalyse (UPRES 2161) , 2, rue de la
Houssinière cedex 3, FRANCE
b Institut für Anorganische Chemie - und Strukturchemie, Heinrich
Heine-Universität, Universitätsstraße 1 , D - 400225, DÜSSELDORF 1,
GERMANY
Published online: 04 Oct 2006.
To cite this article: D. Vaubaillon , V. Giraud , C. Rabiller , U. Gruss , A. Haas & G. Hägele (1997)
RESOLUTION OF FLUORINATED AMINOMETHANPHOSPHONIC ACIDS CATALYSED BY PENICILLIN G
ACYLASE - III, Phosphorus, Sulfur, and Silicon and the Related Elements, 126:1, 177-183, DOI:
10.1080/10426509708043557
To link to this article: http://dx.doi.org/10.1080/10426509708043557
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