Intermediate in the O-O Bond Cleavage Reaction of an Extradiol Dioxygenase

被引：51
|
作者：
Kovaleva, Elena G.
Lipscomb, John D. [1 ]
机构：
[1] Univ Minnesota, Dept Biochem Mol Biol & Biophys, Minneapolis, MN 55455 USA
来源：
BIOCHEMISTRY | 2008年 / 47卷 / 43期
关键词：
D O I：
10.1021/bi801459q
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The reactive oxy intermediate of the catalytic cycle of extradiol aromatic ring-cleaving dioxygenases is formed by binding the catecholic substrate and O-2 in adjacent ligand positions of the active site metal [usually Fe(II)]. This intermediate and the following Fe(II)-alkyl-peroxo intermediate resulting from oxygen attack on the substrate have been previously characterized in a crystal of homoprotocatechuate 2,3-dioxygenase (HPCD). Here a subsequent intermediate in which the O-O bond is broken to yield a gem diol species is structurally characterized. This new intermediate is stabilized in the crystal by using the alternative substrate, 4-sulfonylcatechol, and the Glu323Leu variant of HPCD, which alters the crystal packing.
引用
收藏
页码：11168 / 11170
页数：3
相关论文
共 50 条
  • [21] On the cleavage of the peroxide O-O bond in methyl hydroperoxide and dimethyl peroxide upon protonation
    Schalley, C. A.
    Dieterle, M.
    Schroeder, D.
    Schwarz, H.
    International Journal of Mass Spectrometry and Ion Processes, 163 (1-2):
  • [22] A comparison of the thermodynamics of O-O bond cleavage for dicopper complexes in enzymes and synthetic systems
    Siegbahn, PEM
    JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2003, 8 (05): : 577 - 585
  • [23] Modeling cytochrome oxidase:: A quantum chemical study of the O-O bond cleavage mechanism
    Blomberg, MRA
    Siegbahn, PEM
    Babcock, GT
    Wikström, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (51) : 12848 - 12858
  • [24] On the cleavage of the peroxide O-O bond in methyl hydroperoxide and dimethyl peroxide upon protonation
    Schalley, CA
    Dieterle, M
    Schroder, D
    Schwarz, H
    Uggerud, E
    INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES, 1997, 163 (1-2): : 101 - 119
  • [25] The nature of the O-O bond in hydroperoxides
    Lysenko, KA
    Antipin, MY
    Khrustalev, VN
    RUSSIAN CHEMICAL BULLETIN, 2001, 50 (09) : 1539 - 1549
  • [26] A density functional study of O-O bond cleavage for a biomimetic non-heme iron complex demonstrating an FeV-intermediate
    Bassan, A
    Blomberg, MRA
    Siegbahn, PEM
    Que, L
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (37) : 11056 - 11063
  • [27] Tracking the FeIV(O) intermediate and O-O bond formation of a nonheme iron catalyst for water oxidation
    Yang, Bing
    Yang, Qing-Qing
    Jiang, Xin
    Chen, Bin
    Tung, Chen-Ho
    Wu, Li-Zhu
    CHEMICAL COMMUNICATIONS, 2017, 53 (65) : 9063 - 9066
  • [28] Theoretical studies of cytochrome c oxidase -: mechanisms for O-O bond cleavage and proton pumping
    Blomberg, M
    Siegbahn, P
    BIOCHIMICA ET BIOPHYSICA ACTA-BIOENERGETICS, 2004, 1658 : 145 - 145
  • [29] O-O bond cleavage in dinuclear peroxo complexes of iron porphyrins: a quantum chemical study
    Blomberg, Margareta R. A.
    Johansson, Adam Johannes
    Siegbahn, Per E. M.
    INORGANIC CHEMISTRY, 2007, 46 (19) : 7992 - 7997
  • [30] A "Push-Pull" Mechanism for Heterolytic O-O Bond Cleavage in Hydroperoxo Manganese Porphyrins
    Jin, Ning
    Lahaye, Dorothee E.
    Groves, John T.
    INORGANIC CHEMISTRY, 2010, 49 (24) : 11516 - 11524
12345