Efficient synthesis of trisimidazole and glutaric acid bearing porphyrins: ligands for active-site models of bacterial nitric oxide reductase.
Ligands (1) for active-site models of bacterial nitric oxide reductase (NOR) have been efficiently synthesized. These compounds (1) feature three imidazolyl moieties and one carboxylic acid residue at the FeB site, which represent the closest available synthetic model ligands of NOR active center. The stereo conformations of these ligands are established on the basis of steric effects and 1H NMR chemical shifts under the ring current effect of the porphyrin.
Department of Chemistry, Stanford University, California 94305-5080, USA. jpc@stanford.edu
James P
JP
Collman
Yi-Long
YL
Yan
Jianping
J
Lei
Peter H
PH
Dinolfo
D001419:Bacteria / Q000201:enzymology*; D001665:Binding Sites; D005977:Glutarates / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D010088:Oxidoreductases / Q000737:chemistry* / Q000378:metabolism; D011166:Porphyrins / Q000138:chemical synthesis*
D005977:Glutarates; D008024:Ligands; D011166:Porphyrins; D010088:Oxidoreductases; C034747:nitric-oxide reductase; C035736:glutaric acid