Coenzyme isomerization is integral to catalysis in aldehyde dehydrogenase

Biochemistry

Volumn 42, Issue 23, 2003, Pages 7100-7109

  Perez Miller, Samantha J ^a   Hurley, Thomas D ^a  

^a INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; COENZYMES; CONFORMATIONS; CRYSTAL STRUCTURE; HYDROLYSIS; OXIDATION; REDUCTION;

CONFORMATIONAL FLEXIBILITY;

ISOMERIZATION;

ALDEHYDE DEHYDROGENASE; HYDROGEN; MAGNESIUM; NICOTINAMIDE ADENINE DINUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE;

ARTICLE; CATALYSIS; CATALYST; COENZYME; COMPLEX FORMATION; CONFORMATIONAL TRANSITION; CRYSTAL STRUCTURE; ENZYME ACTIVATION; ENZYME ACTIVE SITE; ENZYME CONFORMATION; HYDROLYSIS; ISOMERISM; PRIORITY JOURNAL; REACTION TIME; STRUCTURE ANALYSIS;

ALDEHYDE DEHYDROGENASE; AMINO ACID SUBSTITUTION; BINDING SITES; CATALYSIS; CRYSTALLOGRAPHY, X-RAY; HUMANS; HYDROGEN BONDING; HYDROLYSIS; ISOENZYMES; MAGNESIUM; MITOCHONDRIA; MODELS, MOLECULAR; MUTAGENESIS, SITE-DIRECTED; NAD; PROTEIN CONFORMATION;

EID: 0037866381     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi034182w     Document Type: Article

References (37)

1. Steinmetz, C. G., Peiguang, X., Weiner, H., and Hurley, T. D. (1997) Structure of mitochondrial aldehyde dehydrogenase: The genetic component of ethanol aversion, Structure 5, 701-711.
2. Moore, S. A., Baker, H. M., Blythe, T. J., Kitson, K. E., Kitson, T. M., and Baker, E. N., (1998) Sheep liver cytosolic aldehyde dehydrogenase: The structure reveals the basis for the retinal specificity of class 1 aldehyde dehydrogenases, Structure 6, 1541-1551.
3. Lamb, A. L., and Newcomer, M. E. (1999) The structure of retinal dehydrogenase type II at 2.7 Å resolution: Implications for retinal specificity, Biochemistry 38, 6003-6011.
4. Cobessi, D., Tête-Favier, F., Marchal, S., Azza, S., Branlant, G., and Aubry, A. (1999) Apo and holo crystal structures of an NADP-dependent aldehyde dehydrogenase from Streptococcus mutans, J. Mol. Biol. 290, 161-173.
5. Johansson, K., El-Ahmad, M., Ramaswamy, S., Hjelmqvist, L., Jörnvall, H., and Eklund, H. (1998) Structure of betaine aldehyde dehydrogenase at 2.1 Å resolution, Protein Sci. 7, 2106-2117.
6. +-dependent aldehyde dehydrogenase from Vibrio harveyi: Structural implications for cofactor specificity and affinity, Biochem. J. 349, 853-861.
7. Ni, L., Zhou, J., Hurley, T. D., and Weiner, H. (1999) Human liver mitochondrial aldehyde dehydrogenase: Three-dimensional structure and the restoration of solubility and activity of chimeric forms, Protein Sci. 8, 2784-2790.
8. Hurley, T. D., Perez-Miller, S., and Breen, H. (2001) Order and disorder in mitochondrial aldehyde dehydrogenase, Chem.-Biol. Interact. 130-132, 3-14.
9. Hammen, P. K., Allali-Hassani, A., Hallenga, K., Hurley, T. D., and Weiner, H. (2002) Multiple conformations of NAD and NADH when bound to human cytosolic and mitochondrial aldehyde dehydrogenase, Biochemistry 41, 7156-7168.
10. Sheikh, S., Ni, L., Hurley, T. D., and Weiner, H. (1997) The potential roles of the conserved amino acids in human liver mitochondrial aldehyde dehydrogenase, J. Biol. Chem. 272, 18817-18822.
11. Farrés, J., Wang, T. T. Y., Cunningham, S. J., and Weiner, H. (1995) Investigation of the active site cysteine residue of rat liver mitochondrial aldehyde dehydrogenase by site-directed mutagenesis, Biochemistry 34, 2592-2598.
12. Harper, J. K., Lindahl, R., Baker, D. C., and Timkovich, R. (1987) Hydride transfer stereospecificity of rat liver aldehyde dehydrogenases, J. Biol. Chem. 262, 10911-10913.
13. Wang, X., and Weiner, H. (1995) Involvement of glutamate 268 in the active site of human liver mitochondrial aldehyde dehydrogenase as probed by site-directed mutagenesis, Biochemistry 34, 237-243.
14. Ni, L., Sheikh, S., and Weiner, H. (1997) Involvement of glutamate 399 and lysine 192 in the mechanism of human liver mitochondrial aldehyde dehydrogenase, J. Biol. Chem. 272, 18823-18826.
15. 2+ with human liver aldehyde dehydrogenase. I. Species difference in the mitochondrial enzyme. J. Biol. Chem. 259, 4922-4926.
16. 2+ with human liver aldehyde dehydrogenase. II. Mechanism and site of interaction, J. Biol. Chem. 259, 4927-4933.
17. Tabor, S., and Richardson, C. C. (1985) A bacteriophage T7 RNA polymerase/promotor system for controlled exclusive expression of specific genes, Proc. Natl. Acad. Sci. U.S.A. 82, 1074-1078.
18. Zheng, C. F., Wang, T. T. Y., and Weiner, H. (1993) Cloning and expression of the full-length cDNAS encoding human liver class 1 and class 2 aldehyde dehydrogenase, Alcohol.: Clin. Exp. Res. 17, 828-831.
19. Jeng, J. J., and Weiner, H. (1991) Purification and characterization of catalytically active precursor of rat liver mitochondrial aldehyde dehydrogenase expressed in Escherichia coli, Arch. Biochem. Biophys. 289, 214-222.
20. Ghenbot, G., and Weiner, H. (1992) Purification of liver aldehyde dehydrogenase by p-hydroxyacetophenone-sepharose affinity matrix and the coelution of chloramphenicol acetyl transferase from the same matrix with recombinantly expressed aldehyde dehydrogenase, Protein Expression Purif. 3, 470-478.
21. Otwinowski, Z., and Minor, W. (1997) Processing of X-ray diffraction data collected in oscillation mode, Methods Enzymol. 276, 307-326.
22. Collaborative Computational Project, Number 4 (1994) The CCP4 suite: Programs for protein crystallography, Acta Crystallogr. D50, 760-763.
23. Brünger, A. T., Adams, P. D., Clore, G. M., DeLano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J.-S., Kuszewski, J., Nilges, N., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T., and Warren, G. L. (1998) Crystallography and NMR System: A new software system for macromolecular structure determination, Acta Crystallogr. D54, 905-921.
24. Jones, T. A., Zou, J. Y., Cowan, S. W., and Kjeldgaard, M. (1998) Improved methods for building protein models in electron density maps and the location of errors in these models, Acta Crystallogr. A47, 110-119.
25. Guex, N., and Peitsch, M. C. (1997) SWISS-MODEL and the Swiss-PdbViewer: An environment for comparative protein modeling, Electrophoresis 18, 2714-2733.
26. Cason, C. J. (1999) POV-Ray for Windows, version 3.1, http://www.povray.org/.
27. Murchudov, G. N., Vagin, A. A., and Dodson, E. J. (1997) Refinement of macromolecular structures by the maximum-likelihood method, Acta Crystallogr. D53, 240-225.
28. + binding sites, J. Mol. Biol. 256, 228-234.
29. Rossmann, M. G., Moras, D., and Olsen, K. W. (1974) Chemical and biological evolution of a nucleotide-binding protein. Nature 250, 194-199.
30. Carugo, O., and Argos, P. (1997) NADP-dependent enzymes. I: Conserved stereochemistry of cofactor binding, Proteins: Struct., Funct., Genet. 28, 10-28.
31. Carugo, O., and Argos, P. (1997) NADP-dependent enzymes. II: Evolution of the mono- and dinucleotide binding domains, Proteins: Struct., Funct., Genet. 28, 29-40.
32. Eklund, H., Samama, J.-P., and Jones, T. A. (1984) Crystallographic investigations of nicotinamide adenine dinucleotide binding to horse liver alcohol dehydrogenase, Biochemistry 23, 5982-5996.
33. Niederhut, M. S., Gibbons, B. J., Perez-Miller, S., and Hurley, T. D. (2001) Three-dimensional structures of the three human class 1 alcohol dehydrogenases, Protein Sci. 10, 697-706.
34. Colonna-Cesari, F., Perahia, D., Karplus, M., Eklund, H., Brändén, C. I., and Tapia, O. (1986) Interdomain motion in liver alcohol dehydrogenase, J. Biol. Chem. 261, 15273-15280.
35. Vallari, R. C., and Pietruszko, R. (1981) Kinetic mechanism of the human cytoplasmic aldehyde dehydrogenase E1, Arch. Biochem. Biophys. 212, 9-19.
36. Dryjanski, M., Lehmann, T., Abriola, D., and Pietruszko, R. (1999) Binding and incorporation of 4-trans-(N,N-dimethylamino)cinnamaldehyde by aldehyde dehydrogenase, J. Protein Chem. 18, 627-636.
37. Rout, U. K., and Weiner, H. (1994) Involvement of serine 74 in the enyzme-coenzyme interaction of rat liver mitochondrial aldehyde dehydrogenase, Biochemistry 33, 8955-8961.