Literature DB >> 28696463

Xanthine oxidase-product complexes probe the importance of substrate/product orientation along the reaction coordinate.

Jing Yang1, Chao Dong, Martin L Kirk.   

Abstract

A combination of reaction coordinate computations, resonance Raman spectroscopy, spectroscopic computations, and class="Chemical">hydrogen boclass="Chemical">ndiclass="Chemical">ng iclass="Chemical">nvestigatioclass="Chemical">ns have beeclass="Chemical">n used to uclass="Chemical">nderstaclass="Chemical">nd the importaclass="Chemical">nce of substrate orieclass="Chemical">ntatioclass="Chemical">n aloclass="Chemical">ng the class="Chemical">n class="Chemical">xanthine oxidase reaction coordinate. Specifically, 4-thiolumazine and 2,4-dithiolumazine have been used as reducing substrates for xanthine oxidase to form stable enzyme-product charge transfer complexes suitable for spectroscopic study. Laser excitation into the near-infrared molybdenum-to-product charge transfer band produces rR enhancement patterns in the high frequency in-plane stretching region that directly probe the nature of this MLCT transition and provide insight into the effects of electron redistribution along the reaction coordinate between the transition state and the stable enzyme-product intermediate, including the role of the covalent Mo-O-C linkage in facilitating this process. The results clearly show that specific Mo-substrate orientations allow for enhanced electronic coupling and facilitate strong hydrogen bonding interactions with amino acid residues in the substrate binding pocket.

Entities:  

Year:  2017        PMID: 28696463      PMCID: PMC5634921          DOI: 10.1039/c7dt01728f

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  34 in total

1.  Crystal structures of the active and alloxanthine-inhibited forms of xanthine dehydrogenase from Rhodobacter capsulatus.

Authors:  James J Truglio; Karsten Theis; Silke Leimkühler; Roberto Rappa; K V Rajagopalan; Caroline Kisker
Journal:  Structure       Date:  2002-01       Impact factor: 5.006

2.  The Mononuclear Molybdenum Enzymes.

Authors:  Russ Hille
Journal:  Chem Rev       Date:  1996-11-07       Impact factor: 60.622

3.  The reaction mechanism of xanthine oxidase: evidence for two-electron chemistry rather than sequential one-electron steps.

Authors:  Amy L Stockert; Sujata S Shinde; Robert F Anderson; Russ Hille
Journal:  J Am Chem Soc       Date:  2002-12-11       Impact factor: 15.419

4.  Studies on the mechanism of action of xanthine oxidase.

Authors:  Eun-Young Choi; Amy L Stockert; Silke Leimkühler; Russ Hille
Journal:  J Inorg Biochem       Date:  2004-05       Impact factor: 4.155

5.  The crystal structure of xanthine oxidoreductase during catalysis: implications for reaction mechanism and enzyme inhibition.

Authors:  Ken Okamoto; Koji Matsumoto; Russ Hille; Bryan T Eger; Emil F Pai; Takeshi Nishino
Journal:  Proc Natl Acad Sci U S A       Date:  2004-05-17       Impact factor: 11.205

6.  Resonance Raman studies of xanthine oxidase: The reduced enzyme-product complex with violapterin.

Authors:  Craig Hemann; Predrag Ilich; Amy L Stockert; Eun-Young Choi; Russ Hille
Journal:  J Phys Chem B       Date:  2005-02-24       Impact factor: 2.991

7.  Crystal structures of bovine milk xanthine dehydrogenase and xanthine oxidase: structure-based mechanism of conversion.

Authors:  C Enroth; B T Eger; K Okamoto; T Nishino; T Nishino; E F Pai
Journal:  Proc Natl Acad Sci U S A       Date:  2000-09-26       Impact factor: 11.205

8.  Human xanthine oxidase changes its substrate specificity to aldehyde oxidase type upon mutation of amino acid residues in the active site: roles of active site residues in binding and activation of purine substrate.

Authors:  Yuichiro Yamaguchi; Tomohiro Matsumura; Kimiyoshi Ichida; Ken Okamoto; Takeshi Nishino
Journal:  J Biochem       Date:  2007-02-14       Impact factor: 3.387

9.  X-ray crystal structure and EPR spectra of "arsenite-inhibited" Desulfovibriogigas aldehyde dehydrogenase: a member of the xanthine oxidase family.

Authors:  D Roeland Boer; Anders Thapper; Carlos D Brondino; Maria J Romão; José J G Moura
Journal:  J Am Chem Soc       Date:  2004-07-21       Impact factor: 15.419

10.  The role of active site glutamate residues in catalysis of Rhodobacter capsulatus xanthine dehydrogenase.

Authors:  Silke Leimkühler; Amy L Stockert; Kiyohiko Igarashi; Takeshi Nishino; Russ Hille
Journal:  J Biol Chem       Date:  2004-07-20       Impact factor: 5.157

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  4 in total

1.  Molybdenum and Tungsten Cofactors and the Reactions They Catalyze.

Authors:  Martin L Kirk; Khadanand Kc
Journal:  Met Ions Life Sci       Date:  2020-03-23

Review 2.  Spectroscopic Studies of Mononuclear Molybdenum Enzyme Centers.

Authors:  Martin L Kirk; Russ Hille
Journal:  Molecules       Date:  2022-07-27       Impact factor: 4.927

3.  Metal-Dithiolene Bonding Contributions to Pyranopterin Molybdenum Enzyme Reactivity.

Authors:  Jing Yang; John H Enemark; Martin L Kirk
Journal:  Inorganics (Basel)       Date:  2020-03-05

4.  Mechanism of Antioxidant Activity of Betanin, Betanidin and Respective C15-Epimers via Shape Theory, Molecular Dynamics, Density Functional Theory and Infrared Spectroscopy.

Authors:  Iliana María Ramirez-Velasquez; Ederley Velez; Alvaro Bedoya-Calle; Francisco Jose Caro-Lopera
Journal:  Molecules       Date:  2022-03-21       Impact factor: 4.411

  4 in total

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