On the chemistry of flavin-dependent oxygen activation III. synthesis of 1.10a-dihydroflavin and its 10.10-aring opened derivative as model chromophores for enzyme-bound intermediates
✍ Scribed by A. Wessiak; G.E. Trout; P. Hemmerich
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 294 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Model chromophores of I.lO-dihydroflavin and its IO.IOa-ring opened derivative have been isolated. Bv comnarison with enzvmatic intermediates, reaction mechanisms of flavin-dependent oxygenase and-luciferase are discussed in terms of chemical structure. In this journal, Magerl has recently given evidence for the proposal that nucleophilic addition at 1.3.10-trimethyl-alloxasinium-perchlorate (IV; R1=R3= RI0 =CH3, R7=R8=H; for formulae see scheme) yields a "C(lOa)-adduct" of structure II (R1=R3=R1'=CH 3, R7=R8=H, X=OCH3). The data of Mager prompt us to report on crystalline flavin derivatives obtained recently in our laboratory in the context of a more general view concerning enzyme-bound intermediates.