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ESR and ENDOR studies on the structure of primary oxidation products in irradiated. cap alpha. -amino acids

Journal Article · · J. Chem. Phys.; (United States)
OSTI ID:7230610

Combining the ESR and ENDOR techniques, the primary oxidation products responsible for the complex ESR spectra of irradiated single crystals of ..cap alpha..-glycine and ..cap alpha..-aminoisobutyric acid have been identified as deprotonated cations formed from loss of one electron and one of the amino protons. For both the ..cap alpha..-amino acids, the species preserves the geometry of the main frame of the undamaged molecule except for the amino proton, which is supposed to be transferred to the neighboring CO/sub 2/ group through the shortest hydrogen bond. Although the chemical structure of the species is H/sub 2/NCH/sub 2/CO/sub 2/ for glycine and H/sub 2/NC(CH/sub 3/)/sub 2/CO/sub 2/ for ..cap alpha..-aminoisobutyric acid, the unpaired electron is delocalized over the main molecular frame and occupies the in-plane orbitals. The electronic nature of the species may be represented, say for glycine, by the superposition of (H/sub 2/N/sup +/=CH/sub 2/)CO/sub 2/ x/sup -/, (H/sub 2/NxxxCH/sub 2/)CO/sub 2/, H/sub 2/N/sup +/: CH/sub 2/CO/sub 2/ /sup -/, and H/sub 2/N--CH/sub 2/--C

Research Organization:
Government Industrial Research Institute, Nagoya, Hirate, Kita, Nagoya, Japan
OSTI ID:
7230610
Journal Information:
J. Chem. Phys.; (United States), Journal Name: J. Chem. Phys.; (United States) Vol. 66:5; ISSN JCPSA
Country of Publication:
United States
Language:
English

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