Stereoelectronic Effects in the 02-mediated Autoxidation of Reduced Folate Derivatives
For over forty years pteridinologists have studied the O2-mediated autoxidation of reduced folate derivatives. This effort has resulted in the identification of several transient intermediates and many products. Until now. however, no clear explanation has emerged of why certain reduced folate deriv...
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| Format: | Article |
| Language: | English |
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De Gruyter
1993-11-01
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| Series: | Pteridines |
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| Online Access: | https://doi.org/10.1515/pteridines.1993.4.4.187 |
| Summary: | For over forty years pteridinologists have studied the O2-mediated autoxidation of reduced folate derivatives. This effort has resulted in the identification of several transient intermediates and many products. Until now. however, no clear explanation has emerged of why certain reduced folate derivatives arc less susceptible to autoxidation than others. Presented below is a detailed theoretical model which readily explains the chemical behavior of reduced folate derivatives towards O2. Of note are the steric and electronic forces at work during the formation of the 4a-hydroperoxy intermediate and the stereoelectronic factors that predominate during its breakdown. |
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| ISSN: | 0933-4807 2195-4720 |