Upon deprotonation, the corrinoid ring is capable of binding
cobalt. In vitamin B12, the resulting complex also features a benzimidazole-derived ligand, and the sixth site on the octahedron serves as the catalytic center. The corrin ring resembles the
porphyrin ring. Both feature four
pyrrole-like subunits organized into rings. Corrins have a central 15-membered ring whereas porphyrins have an interior 16-membered ring. All four nitrogen centers are linked by
conjugation structure, with alternating double and single bonds. In contrast to
porphyrins, corrins lack one of the carbon groups that link the pyrrole-like units into a fully conjugated structure. With a conjugated system that extends only 3/4 of the way around the ring, and does not include any of the outer edge carbons, corrins have a number of non-conjugated sp3 carbons, making them more flexible than porphyrins and not as flat. A third closely related biological structure, the
chlorin ring system found in
chlorophyll, is intermediate between porphyrin and corrin, having 20 carbons like the porphyrins and a conjugated structure extending all the way around the central atom, but with only 6 of the 8 edge carbons participating.
Corroles (octadehydrocorrins) are fully
aromatic derivatives of corrins. ==References==