Reversible oxygen adduct formation in ferrous complexes derived from a picket fence porphyrin. Model for oxymyoglobin

Abstract

be transmitted through this system and would not affect the coupling of 13C-2 to H-5". The large amount of electron density in the C-2-0-2 bond of 2 is extended and the Medical Research Council of Canada (Grant MA-3406 to . N. G. J.). We wish to thank Dr. Brian D. Sykes for valuable discussions regarding the anomalous couplings for compound 2.

Using a functional enzyme model to understand the chemistry behind hydrogen sulfide induced hibernation

“…Previous studies elucidate that the synthetic ''picket-fenceporphyrins'' are excellent structural and functional analogs of the active sites of hemoglobin and myoglobin (1,2). They not only mimic the spectroscopic, magnetic, and structural characteristics of the two proteins but also reversibly bind O 2 and have O 2 -binding affinities similar to the two proteins (3)(4)(5).…”

The Effect of Two Viologens on the Solution Speciation of Tetrakis([rho]-carboxyphenyl)porphine

“…to understand the mechanisms of various porphyrin-catalyzed reactions in systems less complex than "in vivo" (17)(18)(19)(20)(21)(22)(23)(24)(25)(26). Porphyrins are used in four types of biological systems.…”

“…The tetraphenylporphyrins (TPP's) were designed (17)(18)(19)(20)(21)(22)(23)(24)(25) to reduce dimerization and to increase porphyrin aqueous solubility by attaching derivatized phenyl groups (charged) to the methine bridge (Table I). It was intended that the phenyl groups would reduce dimerization in two ways: 1) through steric effects, because the phenyl groups are twisted out of the porphyrin plane, which should reduce face-to-face associations of the planar porphyrin macrocyclei and 2) through the charged groups which should both limit both face-to-face and edge-toedge dimerization via coulombic repulsion and increase association of the porphyrin moiety with the polar solvent.…”

“…In an early "theoretical" era synthetic chemists (17)(18)(19)(20)(21)(22)(23)(24)(25)(26) worked in conjunction with molecular spectroscopists, physical and bioinorganic chemists (1-16,27-32) to develop a physical understanding of porphyrin-mediated processes. In the present "applied" era porphyrins are studied for their ability to function in some practical application such as solar energy conversion , trace metal analysis (72,73), or tumor therapy (74)(75)(76)(77)(78)(79)(80)(81)(82).…”

Synthesis and characterization of durene-capped porphyrins and the crystal structure of a hemin derivative

“…The first is an extension of single-step coupling of benzaldehyde and pyrrole to produce meso-tetraphenylporphyrin (1 2). Aromatic aldehydes with potential amino groups as ortho-substituents are condensed with pyrrole and the protective structures are linked to the amino groups via amide linkages using appropriate acyl chlorides (5,6). In a modification of this method, the protective structures are linked to the aromatic aldehydes at their ortho positions via ester or ether functions, prior to the coupling with pyrrole (7, 9, 10).…”