Org. Lett., 6 (6), 1033 -1036, 2004. 10.1021/ol049912m S1523-7060(04)09912-2
Web Release Date: February 24, 2004

Copyright © 2004 American Chemical Society

Appending a Tris-imidazole Ligand with a Tyr244 Mimic on the Distal Face of Bromoacetamidoporphyrin

James P. Collman,* Richard A. Decréau, and Simona Costanzo

Department of Chemistry, Stanford University, Stanford, California 94305-5080

jpc@stanford.edu

Received January 14, 2004

Abstract:

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 Tyr244, making this model the closest structural analogue yet reported of the metal free cytochrome c oxidase (CcO) active site.


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