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Oxidized isoalloxazines are highly polarizable, so the electron distribution – and, therefore, reactivity – is influenced greatly by interactions with proteins. The pKa of N3, which is $10 in aqueous solution, may become quite low in an enzyme, but is not often suggested to be a major determinant of flavin reactivity. 12 The Figure 2 Chemical states of flavin. 13,14 High spin density is observed by electron paramagnetic resonance (EPR) spectroscopy at C4a for the neutral (blue) radical. When deprotonated, high spin density is on N5 of the red anion.

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