(1) Institute of Organic Chemistry, Johannes Kepler University of Linz, A-4040 Linz, Austria;(2) Institute of Analytical Chemistry, Johannes Kepler University of Linz, A-4040 Linz, Austria
Abstract:
Summary. Transfer of sterical hindrance from the periphery to the center of biliverdins by placing a methyl group at N23 and hydrogens at the -carbons in position 12 and 13 changes the conformation of the chromophore from (10syn,14syn) to (10anti,14anti). Additional reduction of sterical hindrance by placing a further hydrogen at the -carbon in position 8 induces a change in configuration from (9Z) to (9E).