Fluorinated imidazoles as 19F probes for biomimetic studies of heme a3 -: Cub site in cytochrome c oxidase

被引：6

作者：

Collman, JP ^{[1
]}

Boulatov, R ^{[1
]}

Sunderland, CJ ^{[1
]}

Zhong, M ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2000年 / 106卷 / 02期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

imidazoles; fluorine compounds; carboxylic acids derivatives; F-19-NMR;

D O I：

10.1016/S0022-1139(00)00328-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of 4,5-imidazole carboxylic acids bearing fluorinated substituents is synthesized from simple commercially available fluorinated substrates utilizing several different approaches to modify the imidazole core. These imidazole derivatives are specifically designed to be sensitive probes for physicochemical studies of processes in the coordination environments of metals employing F-19-NMR techniques, particularly in the context of our ongoing biomimetic work on imidazole-derivatized porphyrins. (C) 2000 Elsevier Science S.A. All rights reserved.

引用

页码：189 / 197

页数：9

共 50 条

[21] SYMMETRY, ORIENTATION AND ROTATIONAL MOBILITY IN A3 HEME OF CYTOCHROME-C OXIDASE IN INNER MEMBRANE OF MITOCHONDRIA
JUNGE, W
DEVAULT, D
BIOCHIMICA ET BIOPHYSICA ACTA, 1975, 408 (03) : 200 - 214
[22] Synthesis of fluorinated macrocyclic bis(indolyl)maleimides as potential 19F NMR probes for protein kinase C
Goekjian, PG
Wu, GZ
Chen, S
Zhou, LX
Jirousek, MR
Gillig, JR
Ballas, LM
Dixon, JT
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12): : 4238 - 4246
[23] STRUCTURAL PERTURBATION OF THE ALPHA-3-CUB SITE IN MITOCHONDRIAL CYTOCHROME-C-OXIDASE BY ALCOHOL SOLVENTS
FIAMINGO, FG
JUNG, DW
ALBEN, JO
BIOCHEMISTRY, 1990, 29 (19) : 4627 - 4633
[24] The ratio between the fast and slow forms of bovine cytochrome c oxidase is changed by cholate or nucleotides bound to the cholate-binding site close to the cytochrome a3/CuB binuclear centre
Shoji, K
Giuffrè, A
D'Itri, E
Hagiwara, K
Yamanaka, T
Brunori, M
Sarti, P
CELLULAR AND MOLECULAR LIFE SCIENCES, 2000, 57 (10) : 1482 - 1487
[25] The ratio between the fast and slow forms of bovine cytochrome c oxidase is changed by cholate or nucleotides bound to the cholate-binding site close to the cytochrome a3/CuB binuclear centre
K. Shoji
A. Giuffrè
E. D’Itri
K. Hagiwara
T. Yamanaka
M. Brunori*
P. Sarti
Cellular and Molecular Life Sciences CMLS, 2000, 57 : 1482 - 1487
[26] Structural and functional models of the Cu(b)-heme(a)3 site of cytochrome c oxidase.
Collman, JP
Sunderland, CJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U574 - U575
[27] THE STRUCTURE OF THE CYTOCHROME-A3-CUB SITE OF MAMMALIAN CYTOCHROME-C OXIDASE AS PROBED BY MCD AND ELECTRON-PARAMAGNETIC-RES SPECTROSCOPY
THOMSON, AJ
GREENWOOD, C
GADSBY, PMA
PETERSON, J
EGLINTON, DG
HILL, BC
NICHOLLS, P
JOURNAL OF INORGANIC BIOCHEMISTRY, 1985, 23 (3-4) : 187 - 197
[28] Electrochemical and ultraviolet/visible/infrared spectroscopic analysis of heme a and a3 redox reactions in the cytochrome c oxidase from Paracoccus denitrificans:: Separation of heme a and a3 contributions and assignment of vibrational modes
Hellwig, P
Grzybek, S
Behr, J
Ludwig, B
Michel, H
Mäntele, W
BIOCHEMISTRY, 1999, 38 (06) : 1685 - 1694
[29] Molecular dynamics simulations of carbon monoxide dissociation from heme a3 in cytochrome c oxidase from Paracoccus denitrificans
Lambry, JC
Vos, MH
Martin, JL
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (49): : 10132 - 10137
[30] The active site structure of heme a33+-CN-CuB2+ of cytochrome aa3 oxidase as revealed from resonance Raman scattering
Pinakoulaki, E
Vamvouka, M
Varotsis, C
JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (36): : 9865 - 9868

← 1 2 3 4 5 →