TY - JOUR
T1 - Heme cleavage with remarkable ease
T2 - Paramagnetic intermediates formed by aerobic oxidation of a meso-amino-substituted iron porphyrin
AU - Kalish, Heather
AU - Lee, Hon Man
AU - Olmstead, Marilyn M.
AU - Latos-Grazyński, Lechosław
AU - Prasad Rath, Sankar
AU - Balch, Alan L.
N1 - Copyright:
Copyright 2010 Elsevier B.V., All rights reserved.
PY - 2003/4/23
Y1 - 2003/4/23
N2 - Hemes must be oxidatively stable to carry out their functions as biological oxidants, but introduction of a single amino group at a meso position of octaethylheme renders it extremely sensitive to ring opening by dioxygen. Exposure of a red pyridine (py) solution of diamagnetic (py)2FeII(H2N-OEP) (1) (H2N-OEP is the dianion of meso-amino-octaethylporphyrin) to air results in the immediate formation of a green intermediate which is subsequently converted into a second species that has been crystallized and characterized by X-ray diffraction. This process is distinct from coupled oxidation, a model for biological heme cleavage, because it does not require a sacrificial reducing agent to initiate the process.
AB - Hemes must be oxidatively stable to carry out their functions as biological oxidants, but introduction of a single amino group at a meso position of octaethylheme renders it extremely sensitive to ring opening by dioxygen. Exposure of a red pyridine (py) solution of diamagnetic (py)2FeII(H2N-OEP) (1) (H2N-OEP is the dianion of meso-amino-octaethylporphyrin) to air results in the immediate formation of a green intermediate which is subsequently converted into a second species that has been crystallized and characterized by X-ray diffraction. This process is distinct from coupled oxidation, a model for biological heme cleavage, because it does not require a sacrificial reducing agent to initiate the process.
UR - http://www.scopus.com/inward/record.url?scp=0037462105&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0037462105&partnerID=8YFLogxK
U2 - 10.1021/ja021253q
DO - 10.1021/ja021253q
M3 - Article
C2 - 12696862
AN - SCOPUS:0037462105
VL - 125
SP - 4674
EP - 4675
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 16
ER -