Synthesis of cytochrome c oxidase models bearing a Tyr244 mimic.
A close structural analogue of the metal-free cytochrome c oxidase active site has been synthesized. This model has a proximal imidazole tail and three distal imidazole pickets attached to a porphyrin. One distal imidazole is cross-linked to a phenol, mimicking Tyr(244). The strategy behind the successful synthesis of this regioisomerically pure model involved discovering the best sequence to introduce the phenol-substituted imidazole and employing a fluorinated substituent.
Collman
James P
JP
Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. jpc@stanford.edu
Decréau
Richard A
RA
Zhang
Chi
C
D003576:Electron Transport Complex IV / Q000138:chemical synthesis*; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D014443:Tyrosine / Q000737:chemistry*
D014443:Tyrosine; D003576:Electron Transport Complex IV