Catecholic rings are structural components of plant woody tissue and the core of some neurotransmitters, such as dopamine. The cleavage of these rings involves an essential protein catalyst, dioxygenase enzymes. The bounds of application of this process have not been completely explored due to a lack of catechol substrates. We report on the synthesis, characterization, redox potentials and pKas of 3,4-dihydroxyhydrocinnamic acid and L-DOPA derivatives substituted at the 6-position. Further understanding of the cleavage process and characterization as substrates of L-DOA dioxygenase promises to yield insight into the mechanism for several applications, including bioremediation.

Synthesis and characterization with pKa and redox potential of 3,4-Dihydroxyhydrocinnamic acid and L-DOPA derivatives

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