Stereochemistry of the decarboxylation of l-ornithine with ornithine decarboxylase from mouse kidney |
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Authors: | Gary R Orr Steven J Gould Anthony E Pegg James E Seely James K Coward |
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Institution: | 1. Department of Chemistry, Rensselaer Polytechnic Institute, Troy, New York 12181 USA;2. Department of Chemistry, Oregon State University, Corvallis, Oregon 97331 USA;3. Department of Physiology, College of Medicine, The Milton S. Hershey Medical Center, The Pennsylvania State University, Hershey, Pennsylvania 17033 USA;4. Specialized Cancer Research Center, College of Medicine, The Milton S. Hershey Medical Center, The Pennsylvania State University, Hershey, Pennsylvania 17033 USA |
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Abstract: | Using highly purified ornithine decarboxylase isolated from androgen-treated mice, 1R-2H]putrescine was generated by the decarboxylation of l-ornithine in D2O, and 1S-2H]putrescine was generated from 2-2H]ornithine by carrying out the decarboxylation in H2O. Chirality of the putrescines was then determined from the 200-MHz 1H NMR spectra of their bis-camphanamides in the presence of Eu(fod)3. These results demonstrated that decarboxylation had taken place with retention of configuration. |
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