85294-22-0

Upstream product

• 52199-35-6 tetrakis-5,10,15,20-(o-aminophenyl)porphyrin 
• 596-43-0 bromo-triphenyl-methane 

Downstream Products

• 139870-32-9 meso-mono<α-o-<3,5-bis(methylcarbamoyl)benzenecarboxamido>phenyl>tris(α,α,α-o-pivalamidophenyl)porphyrin 
• 139895-12-8 meso-mono<α-o-(3,5-diacetylbenzenecarboxamido)phenyl>tris(α,α,α-o-pivalamidophenyl)porphyrin 
• 139870-31-8 meso-mono<α-o-(3,5-diacetamidobenzenecarboxamido)phenyl>tris(α,α,α-o-pivalamidophenyl)porphyrin 

Relevant academic research and scientific papers

Synthesis of tripodal phenol porphyrins: A modular approach to mimic enzymes with a cross-linked tyrosine

The synthesis of various tren [tris(2-aminoethyl)amine]-capped porphyrins incorporating a substituted phenol into different positions is reported. The conformations of the different ligands have been studied in solution by means of NMR spectroscopy.

Simple heme dimers with strongly cooperative ligand binding

(Graph Presented) Two is better than one: FeII complexes of new porphyrins exist as dinners that bind small ligands cooperatively, as illustrated by the sigmoidal binding curve (fractional occupancy of binding sites, a, versus free-ligand conce

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.

H-bonded oxyhemoglobin models with substituted picket-fence porphyrins: The model compound equivalent of site-directed mutagenesis

Iron(II) complexes of picket-fence-type porphyrins having one of the four pivalamide pickets replaced by a substituent capable of H-bonding have been synthesized as models for oxyhemoglobin. This synthetic approach is analogous to site-directed mutagenesis of the distal residues in oxygen-binding hemoproteins. Rate and equilibrium data for dioxygen binding have been determined to evaluate the effect of the H-bonding substituent and to make comparisons with more passive substituents. The effect of H-bonding on the dioxygen affinity under standard conditions (25 °C, toluene solvent, 1,2-dimethylimidazole as axial ligand) is best illustrated by the ca. 10-fold increase observed when one pivalamide substituent of picket-fence porphyrin is replaced by a phenylurea substituent. Other substituents influence dioxygen adduct stability in a variety of ways to reveal that even with an apparently straightforward systematic approach, there can be considerable difficulty in partitioning the various factors that influence O2 affinity. This applies to both model compounds and mutant proteins.

Bis-Benzimidazole-Appended Binucleating Porphyrin Ligands: Synthesis, Characterization, and X-ray Structure

The synthesis and characterization of some new binucleating tetraarylporphyrin ligands is reported.The potentially most useful example is α,α,5,15-bis-α,α,10,20-bis(pivalamidophenyl)porphine (8).The ligands have two appended benzimidazole arms which are designed to chelate a second metal directly above the porphyrin.The synthetic methodology for obtaining both the 5,15 (i.e., trans) and the 5,10 (i.e., cis) bis-appended ligand from an α,α,α,α,5,10,15,20 tetra-functionalized starting material is described in detail.A key design feature of the ligand system is amenability to single-crystal X-ray structure determination and this is demonstrated with an X-ray structure of a copper(II) complex.Crystal data for CuC74H66N12O4*1.5(diethyl ether)*toluene are the following: monoclinic, C2/c, a = 31.240 (4) Angstroem, b = 16.769 (5) Angstroem, c = 35.199 (4) Angstroem, β = 121,4 (1) grad; R = 0.0823, Rw = 0.0826.H bonding between the benzimidazole moieties and the pivalamido pickets is seen to determine the structural disposition of the appendages lying above the porphyrin ring.Iron(III) porphyrin complexes of these new ligands exist in a hydroxo monomer form as well as the familiar μ-oxo dimer form.

Synthesis and Characterization of the "Pocket" Porphyrins

The synthesis of the "pocket" series is described.The iron(II) complexes have been extensively characterized by 1H NMR, MCD, Moessbauer, direct axial ligand titrations, and magnetic susceptibility determinations.The results of these experiments indicate t