Synthesis of a complementary dimer from mono(imidazolyl)-substituted cobalt(II) porphyrin as a new artificial T-form hemoglobin

被引:16
作者
Inaba, Y [1 ]
Kobuke, Y [1 ]
机构
[1] Nara Inst Sci & Technol, Grad Sch Mat Sci, Ikoma 6300192, Japan
基金
日本科学技术振兴机构;
关键词
artificial hemoglobin; porphyrin dimer; picket fence cobalt porphyrin; dioxygen binding; oxygen affinity;
D O I
10.1016/j.tet.2004.01.066
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mono(imidazolyl)- substituted Co(H) porphyrin dimer with a 'picket fence' structure was synthesized as a new artificial hemoglobin model containing two binding sites. The dimer was confirmed by UV-vis, resonance Raman and ESR spectral measurements to bind two dioxygen molecules reversibly. The dioxygen binding affinity of the dimer was lower than that of the corresponding monomer. The decrease in this affinity is discussed in terms of steric hindrance and orientational effect of the axial ligand. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3097 / 3107
页数:11
相关论文
共 37 条
[1]   EPR studies of the dynamics of rotation of dioxygen in model cobalt(II) hemes and cobalt-containing hybrid hemoglobins [J].
Bowen, JH ;
Shokhirev, NV ;
Raitsimring, AM ;
Buttlaire, DH ;
Walker, FA .
JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (43) :8683-8691
[2]   MODEL COMPOUNDS FOR T-STATE OF HEMOGLOBIN [J].
COLLMAN, JP ;
BRAUMAN, JI ;
DOXSEE, KM ;
HALBERT, TR ;
SUSLICK, KS .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1978, 75 (02) :564-568
[3]   REVERSIBLE OXYGEN ADDUCT FORMATION IN COBALT(II) PICKET-FENCE-PORPHYRINS [J].
COLLMAN, JP ;
GAGNE, RR ;
KOUBA, J ;
LJUSBERG.H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (21) :6800-6802
[4]   PICKET-FENCE PORPHYRINS - SYNTHETIC MODELS FOR OXYGEN BINDING HEMOPROTEINS [J].
COLLMAN, JP ;
GAGNE, RR ;
REED, CA ;
HALBERT, TR ;
LANG, G ;
ROBINSON, WT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1427-1439
[5]   Synthetic models for hemoglobin and myoglobin [J].
Collman, JP ;
Fu, L .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (06) :455-463
[6]   OXYGEN BINDING TO COBALT PORPHYRINS [J].
COLLMAN, JP ;
BRAUMAN, JI ;
DOXSEE, KM ;
HALBERT, TR ;
HAYES, SE ;
SUSLICK, KS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (09) :2761-2766
[7]   AN EASILY INTRODUCED AND REMOVED PROTECTING GROUP FOR IMIDAZOLE NITROGEN - A CONVENIENT ROUTE TO 2-SUBSTITUTED IMIDAZOLES [J].
CURTIS, NJ ;
BROWN, RS .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (20) :4038-4040
[8]  
DAGES GP, 1992, J PHYS CHEM-US, V96, P4787, DOI 10.1021/j100191a013
[9]   COBOGLOBINS - OXYGEN-CARRYING COBALT-RECONSTITUTED HEMOGLOBIN AND MYOGLOBIN [J].
HOFFMAN, BM ;
PETERING, DH .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1970, 67 (02) :637-&
[10]   THERMODYNAMICS FOR BASE BINDING TO 4 ATROPISOMERS OF COBALT(II) PICKET FENCE PORPHYRIN - INTRAMOLECULAR LIGAND LIGAND INTERACTIONS [J].
IMAI, H ;
KYUNO, E .
INORGANICA CHIMICA ACTA-BIOINORGANIC CHEMISTRY, 1988, 153 (03) :175-182