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. Author manuscript; available in PMC: 2010 Jul 29.
Published in final edited form as: J Am Chem Soc. 2009 Jul 29;131(29):10308–10319. doi: 10.1021/ja902716d

Scheme 4.

Scheme 4

Scheme 4

Scheme 4a. Representation of the two possible pathways for BOX and glyoxylate formation following BIAA oxidation in the PHM-domain. Please note that ‘asc’ and ‘sda’ represent single electron contributions from exogenous ascorbate and semi-dehydroascorbate.

Scheme 4b. Experimental design to kinetically differentiate the two possible degradation pathways for BIAA to its corresponding BOX product following PHM-dependent oxidation.