O2 and CO binding to tetraaza-tripodal-capped iron(II) porphyrins.
A series of tris(2-aminoethylamine) (tren) capped iron(II) porphyrins has been synthesized and characterized and their affinities for dioxygen and carbon monoxide measured. The X-ray structure of the basic scaffold with nickel inserted in the porphyrin is also reported. All the ligands differ by the nature of the group(s) attached to the secondary amine functions of the cap. These various substitutions were introduced to probe if a hydrogen bond with these secondary amine groups acting as the donor could rationalize the high affinity of these myoglobin models. This work clearly indicates that the cage structure of the tren predominates over all the other appended groups with the exception of p-nitrophenol.
Ruzié
Christian
C
Université de Rennes 1, Institut de Chimie, UMR CNRS 6509, Organométalliques et Catalyse, Chimie et Electrochimie Moléculaire, 35042 Rennes Cedex, France.
Even
Pascale
P
Ricard
David
D
Roisnel
Thierry
T
Boitrel
Bernard
B
D001372:Aza Compounds / Q000737:chemistry*; D002248:Carbon Monoxide / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005290:Ferric Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008958:Models, Molecular; D008968:Molecular Conformation; D009532:Nickel / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
D001372:Aza Compounds; D005290:Ferric Compounds; D008024:Ligands; D011166:Porphyrins; D009532:Nickel; D002248:Carbon Monoxide; D007501:Iron; D010100:Oxygen