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
  • [1] Intermediate in the O-O bond cleavage reaction of an extradiol dioxygenase
    Department of Biochemistry, Molecular Biology, and Biophysics, Center for Metals in Biocatalysis, University of Minnesota, 321 Church Street SE, Minneapolis, MN 55455, United States
    不详
    Biochemistry, 43 (11168-11170):
  • [2] On the observation of a gem diol intermediate after O-O bond cleavage by extradiol dioxygenases. A hybrid DFT study
    Borowski, Tomasz
    Georgiev, Valentin
    Siegbahn, Per E. M.
    JOURNAL OF MOLECULAR MODELING, 2010, 16 (11) : 1673 - 1677
  • [3] Decay of the peroxide intermediate in laccase: Reductive cleavage of the O-O bond
    Palmer, AE
    Lee, SK
    Solomon, EI
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (27) : 6591 - 6599
  • [4] Decay of the peroxide intermediate in laccase: Reductive cleavage of the O-O bond
    Palmer, A.E.
    Sang Kyu Lee
    Solomon, E.I.
    1600, American Chemical Society (123):
  • [5] O-O BOND-CLEAVAGE IN OXYGENATION
    OCHIAI, EI
    INORGANIC & NUCLEAR CHEMISTRY LETTERS, 1974, 10 (06): : 453 - 457
  • [6] Cleavage and formation of the O-O bond in molecular oxygen
    Chemical & Engineering News, 1996, 74 (11):
  • [7] HOMOLYTIC AND HETEROLYTIC O-O BOND-CLEAVAGE MEDIATED BY IRON PORPHYRINS - DIRECT OBSERVATION OF 2 O-O BOND-CLEAVAGE STEPS
    GROVES, JT
    WATANABE, Y
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1987, 106 (6-7): : 266 - 267
  • [8] O-O bond cleavage and alkane hydroxylation in methane monooxygenase
    Per E.M. Siegbahn
    JBIC Journal of Biological Inorganic Chemistry, 2001, 6 : 27 - 45
  • [9] O-O bond cleavage and alkane hydroxylation in methane monooxygenase
    Siegbahn, PEM
    JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2001, 6 (01): : 27 - 45
  • [10] On the observation of a gem diol intermediate after O–O bond cleavage by extradiol dioxygenases. A hybrid DFT study
    Tomasz Borowski
    Valentin Georgiev
    Per E. M. Siegbahn
    Journal of Molecular Modeling, 2010, 16 : 1673 - 1677
12345