Abstract
One of the most well studied and remarkable properties of reduced folate derivatives is their varying sensitivity to autoxidative destruction.1 Depending on the substituent(s) attached to the N5 and/or N10 positions, they are either quite stable to or rapidly destroyed by O2. Noteworthy examples of derivatives displaying such contrasting sensitivities are tetrahydrofolic acid, 5-methyl tetrahydrofolic acid, and 5-formyl tetrahydrofolic acid. The chemical basis for this divergence in reactivity is unknown. Stereoelectronic theory,2 however, provides a qualitative means of reconciling the experimentally observed pattern of O2-reactivity.
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© 1993 Springer Science+Business Media New York
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Fitzhugh, A.L. (1993). Stereoelectronic Effects in the Autoxidative Destruction of Reduced Folate Derivatives. In: Ayling, J.E., Nair, M.G., Baugh, C.M. (eds) Chemistry and Biology of Pteridines and Folates. Advances in Experimental Medicine and Biology, vol 338. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2960-6_6
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DOI: https://doi.org/10.1007/978-1-4615-2960-6_6
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