Appending a tris-imidazole ligand with a Tyr 244 mimic on the distal face of bromoacetamidoporphyrin.
[structure: see text] Bromoacetamidoporphyrin is a convenient synthon for the attachment of distal superstructures at room temperature in good yields. New models are presented that contain a tris-imidazole distal ligand set bound to the porphyrin in either a binary or trinary fashion. More importantly, one distal imidazole is cross-linked to a phenol mimicking Tyr(244), making this model the closest structural analogue yet reported of the metal free cytochrome c oxidase (CcO) active site.
Collman
James P
JP
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. jpc@stanford.edu
Decréau
Richard A
RA
Costanzo
Simona
S
D001665:Binding Sites; D003300:Copper / Q000737:chemistry; D003576:Electron Transport Complex IV / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*; D014443:Tyrosine / Q000737:chemistry*
D007093:Imidazoles; D008024:Ligands; D011166:Porphyrins; D014443:Tyrosine; D003300:Copper; C029899:imidazole; D003576:Electron Transport Complex IV