PMID- 15012093
OWN - NLM
STAT- MEDLINE
DCOM- 20041130
LR  - 20131121
IS  - 1523-7060 (Print)
IS  - 1523-7052 (Linking)
VI  - 6
IP  - 6
DP  - 2004 Mar 18
TI  - Appending a tris-imidazole ligand with a Tyr 244 mimic on the distal face of 
      bromoacetamidoporphyrin.
PG  - 1033-6
AB  - [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.
FAU - Collman, James P
AU  - Collman JP
AD  - Department of Chemistry, Stanford University, Stanford, California 94305-5080, 
      USA. jpc@stanford.edu
FAU - Decreau, Richard A
AU  - Decreau RA
FAU - Costanzo, Simona
AU  - Costanzo S
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PT  - Research Support, U.S. Gov't, Non-P.H.S.
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - United States
TA  - Org Lett
JT  - Organic letters
JID - 100890393
RN  - 0 (Imidazoles)
RN  - 0 (Ligands)
RN  - 0 (Porphyrins)
RN  - 42HK56048U (Tyrosine)
RN  - 789U1901C5 (Copper)
RN  - 7GBN705NH1 (imidazole)
RN  - EC 1.9.3.1 (Electron Transport Complex IV)
SB  - IM
MH  - Binding Sites
MH  - Copper/chemistry
MH  - Electron Transport Complex IV/*chemistry
MH  - Imidazoles/*chemistry
MH  - Ligands
MH  - Models, Molecular
MH  - Molecular Conformation
MH  - Porphyrins/*chemistry
MH  - Tyrosine/*chemistry
EDAT- 2004/03/12 05:00
MHDA- 2004/12/16 09:00
CRDT- 2004/03/12 05:00
PHST- 2004/03/12 05:00 [pubmed]
PHST- 2004/12/16 09:00 [medline]
PHST- 2004/03/12 05:00 [entrez]
AID - 10.1021/ol049912m [doi]
PST - ppublish
SO  - Org Lett. 2004 Mar 18;6(6):1033-6. doi: 10.1021/ol049912m.