Heme-protein active site models via self-assembly in water.
[structure: see text] Water-soluble models of heme-protein active sites are obtained via the self-assembly of cationic porphyrins 1 and tetrasulfonato calix[4]arene 2 (K(1.2)() = 10(5) M(-)(1)). Selective binding of ligands either outside or inside the cavity of assemblies 1.2 via coordination to the zinc center has been observed. Small ligands such as 4-methylpyridine and 1-methylimidazole are encapsulated, while the bulkier caffeine is bound outside. Assemblies Co-1.2, in which the Zn porphyrin moiety has been replaced by a Co(II) porphyrin, can act as O(2) carriers.
Fiammengo
Roberto
R
Laboratory of Supramolecular Chemistry and Technology, MESA(+) Research Institute, and Membrane Technology Group, Department of Chemical Technology, University of Twente, P.O. Box 217, 7500AE Enschede, The Netherlands.
Wojciechowski
Kamil
K
Crego-Calama
Mercedes
M
Timmerman
Peter
P
Figoli
Alberto
A
Wessling
Matthias
M
Reinhoudt
David N
DN
D001665:Binding Sites; D002110:Caffeine / Q000737:chemistry; D047250:Calixarenes; D002151:Calorimetry; D003035:Cobalt / Q000737:chemistry; D006420:Hemeproteins / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010455:Peptides / Q000737:chemistry; D010636:Phenols / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D013329:Structure-Activity Relationship; D014867:Water / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry
D006420:Hemeproteins; D007093:Imidazoles; D008024:Ligands; D010455:Peptides; D010636:Phenols; D011166:Porphyrins; D011725:Pyridines; C121325:calix(4)arene; D014867:Water; D047250:Calixarenes; D003035:Cobalt; D002110:Caffeine; D015032:Zinc