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Intramolecular transformation of thiyl radicals to a-aminoalkyl radicals: ab initio calculations on homocystein

Chhun S., Berges J., Bleton V., Abedinzadeh Z.

Nukleonika

2000

Vol. 45, nr 1

19-22

One-electron oxidation of thiols by oxidizing radicals leads to the formation of thiyl and carbon-centered radicals. It has been shown experimentally that in the absence of oxygen, the thiyl radicals derived from certain thiols of biological interest such a glutathione, cysteine and homocysteine decay rapidly by intramolecular rearrangement reactions into the carbon-centered radical. In the present work we have investigated theoretically the structure and the stability of thiyl and carbon-centred radicals of homocystein in order to check the possibility of this rearrangement.