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Catalytic mechanism of quinoprotein methanol dehydrogenase: A theoretical and x-ray crystallographic investigation.

Zheng YJ, Mathews FS, Bruice TC
Proc Natl Acad Sci U S A 98 432-4 (2001)
Cited: 29 times
EuropePMC logo PMID: 11149955

Abstract

The catalytic mechanism of the reductive half reaction of the quinoprotein methanol dehydrogenase (MDH) is believed to proceed either through a hemiketal intermediate or by direct transfer of a hydride ion from the substrate methyl group to the cofactor, pyrroloquinoline quinone (PQQ). A crystal structure of the enzyme-substrate complex of a similar quinoprotein, glucose dehydrogenase, has recently been reported that strongly favors the hydride transfer mechanism in that enzyme. A theoretical analysis and an improved refinement of the 1.9-A resolution crystal structure of MDH from Methylophilus methylotrophus W3A1 in the presence of methanol, reported earlier, indicates that the observed tetrahedral configuration of the C-5 atom of PQQ in that study represents the C-5-reduced form of the cofactor and lends support for a hydride transfer mechanism for MDH.

Reviews - 1g72 mentioned but not cited (1)

  1. Determination of enzyme mechanisms by molecular dynamics: studies on quinoproteins, methanol dehydrogenase, and soluble glucose dehydrogenase. Reddy SY, Bruice TC. Protein Sci 13 1965-1978 (2004)

Articles - 1g72 mentioned but not cited (5)

  1. Catalytic mechanism of quinoprotein methanol dehydrogenase: A theoretical and x-ray crystallographic investigation. Zheng YJ, Xia Zx, Chen Zw, Mathews FS, Bruice TC. Proc Natl Acad Sci U S A 98 432-434 (2001)
  2. Analysis on conservation of disulphide bonds and their structural features in homologous protein domain families. Thangudu RR, Manoharan M, Srinivasan N, Cadet F, Sowdhamini R, Offmann B. BMC Struct Biol 8 55 (2008)
  3. Mechanism of methanol oxidation by quinoprotein methanol dehydrogenase. Zhang X, Reddy SY, Bruice TC. Proc Natl Acad Sci U S A 104 745-749 (2007)
  4. Mechanisms of ammonia activation and ammonium ion inhibition of quinoprotein methanol dehydrogenase: a computational approach. Reddy SY, Bruice TC. Proc Natl Acad Sci U S A 101 15887-15892 (2004)
  5. Kinetic isotope effects and ligand binding in PQQ-dependent methanol dehydrogenase. Hothi P, Sutcliffe MJ, Scrutton NS. Biochem J 388 123-133 (2005)


Reviews citing this publication (8)

  1. PQQ-dependent methanol dehydrogenases: rare-earth elements make a difference. Keltjens JT, Pol A, Reimann J, Op den Camp HJ. Appl Microbiol Biotechnol 98 6163-6183 (2014)
  2. The quinoprotein dehydrogenases for methanol and glucose. Anthony C. Arch Biochem Biophys 428 2-9 (2004)
  3. Synthetic methylotrophy: engineering the production of biofuels and chemicals based on the biology of aerobic methanol utilization. Whitaker WB, Sandoval NR, Bennett RK, Fast AG, Papoutsakis ET. Curr Opin Biotechnol 33 165-175 (2015)
  4. Redox biocatalysis and metabolism: molecular mechanisms and metabolic network analysis. Blank LM, Ebert BE, Buehler K, Bühler B, Bühler B. Antioxid Redox Signal 13 349-394 (2010)
  5. Pyrroloquinoline quinone (PQQ) and quinoprotein enzymes. Anthony C. Antioxid Redox Signal 3 757-774 (2001)
  6. Hydrogen tunneling in quinoproteins. Masgrau L, Basran J, Hothi P, Sutcliffe MJ, Scrutton NS. Arch Biochem Biophys 428 41-51 (2004)
  7. Quinone-dependent alcohol dehydrogenases and FAD-dependent alcohol oxidases. Gvozdev AR, Tukhvatullin IA, Gvozdev RI. Biochemistry (Mosc) 77 843-856 (2012)
  8. Bioinorganic insights of the PQQ-dependent alcohol dehydrogenases. Sarmiento-Pavía PD, Sosa-Torres ME. J Biol Inorg Chem 26 177-203 (2021)

Articles citing this publication (15)

  1. The essential nutrient pyrroloquinoline quinone may act as a neuroprotectant by suppressing peroxynitrite formation. Zhang Y, Rosenberg PA. Eur J Neurosci 16 1015-1024 (2002)
  2. Structure at 1.9 A resolution of a quinohemoprotein alcohol dehydrogenase from Pseudomonas putida HK5. Chen ZW, Matsushita K, Yamashita T, Fujii TA, Toyama H, Adachi O, Bellamy HD, Mathews FS. Structure 10 837-849 (2002)
  3. Structure and protein-protein interactions of methanol dehydrogenase from Methylococcus capsulatus (Bath). Culpepper MA, Rosenzweig AC. Biochemistry 53 6211-6219 (2014)
  4. Vicinal disulfide bridge conformers by experimental methods and by ab initio and DFT molecular computations. Hudáky I, Gáspári Z, Carugo O, Cemazar M, Pongor S, Perczel A. Proteins 55 152-168 (2004)
  5. Impact of the lanthanide contraction on the activity of a lanthanide-dependent methanol dehydrogenase - a kinetic and DFT study. Lumpe H, Pol A, Op den Camp HJM, Daumann LJ. Dalton Trans 47 10463-10472 (2018)
  6. Molecular cloning and structural analysis of quinohemoprotein alcohol dehydrogenase ADH-IIG from Pseudomonas putida HK5. Toyama H, Chen ZW, Fukumoto M, Adachi O, Matsushita K, Mathews FS. J Mol Biol 352 91-104 (2005)
  7. The enzymatic reaction-induced configuration change of the prosthetic group PQQ of methanol dehydrogenase. Li J, Gan JH, Mathews FS, Xia ZX. Biochem Biophys Res Commun 406 621-626 (2011)
  8. The preferred reaction path for the oxidation of methanol by PQQ-containing methanol dehydrogenase: addition-elimination versus hydride-transfer mechanism. Leopoldini M, Russo N, Toscano M. Chemistry 13 2109-2117 (2007)
  9. Lack of genetic differentiation in the shrimp Penaeus chinensis in the Northwestern Pacific. Cui Z, Li CP, Jang IK, Chu KH. Biochem Genet 45 579-588 (2007)
  10. Characterisation of the PQQ cofactor radical in quinoprotein ethanol dehydrogenase of Pseudomonas aeruginosa by electron paramagnetic resonance spectroscopy. Kay CW, Mennenga B, Görisch H, Bittl R. FEBS Lett 564 69-72 (2004)
  11. Characterization of a periplasmic quinoprotein from Sphingomonas wittichii that functions as aldehyde dehydrogenase. Zeiser J, Mühlenbeck LH, Schweiger P, Deppenmeier U. Appl Microbiol Biotechnol 98 2067-2079 (2014)
  12. Substrate binding in quinoprotein ethanol dehydrogenase from Pseudomonas aeruginosa studied by electron-nuclear double resonance. Kay CW, Mennenga B, Görisch H, Bittl R. Proc Natl Acad Sci U S A 103 5267-5272 (2006)
  13. Controlling the redox properties of a pyrroloquinolinequinone (PQQ) derivative in a ruthenium(II) coordination sphere. Mitome H, Ishizuka T, Shiota Y, Yoshizawa K, Kojima T. Dalton Trans 44 3151-3158 (2015)
  14. Direct hydride transfer in the reaction mechanism of quinoprotein alcohol dehydrogenases: a quantum mechanical investigation. Jongejan A, Jongejan JA, Hagen WR. J Comput Chem 22 1732-1749 (2001)
  15. Comparative genomics and analysis of the mechanism of PQQ overproduction in Methylobacterium. Zhao C, Wan Y, Cao X, Zhang H, Bao X. World J Microbiol Biotechnol 37 100 (2021)


Related citations provided by authors (1)

  1. DETERMINATION OF THE GENE SEQUENCE AND THE THREE-DIMENSIONAL STRUCTURE AT 2.4 ANGSTROMS RESOLUTION OF METHANOL DEHYDROGENASE FROM METHYLOPHILUS W3A1. Xia Z, Dai W, ZHANG Y, WHITE SA, BOYD GD, Mathews FS J. Mol. Biol. 259 480-501 (1996)

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