Structure of a specific alcohol-binding site defined by the odorant binding protein LUSH from Drosophila melanogaster

Nature Structural Biology

Volumn 10, Issue 9, 2003, Pages 694-700

  Kruse, Schoen W ^a   Zhao, Rui ^a   Smith, Dean P ^b   Jones, David N M ^a  

^a UNIVERSITY OF COLORADO   (United States)

^b UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; HYDROGEN; INSECT PROTEIN; PROTEIN LUSH; SERINE; THREONINE; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; CRYSTALLIZATION; DROSOPHILA MELANOGASTER; HYDROGEN BOND; NONHUMAN; NUCLEOTIDE SEQUENCE; ODOR; PRIORITY JOURNAL; PROTEIN BINDING; PROTEIN MOTIF; PROTEIN STRUCTURE; STRUCTURE ANALYSIS;

ALCOHOLS; AMINO ACID MOTIFS; AMINO ACID SEQUENCE; ANIMALS; BINDING SITES; BUTANOLS; CRYSTALLOGRAPHY, X-RAY; DROSOPHILA MELANOGASTER; HYDROGEN BONDING; IONS; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; PROTEIN BINDING; PROTEIN CONFORMATION; RECEPTORS, ODORANT; SERINE; THREONINE;

ARACHNIDA; DROSOPHILA MELANOGASTER; HEXAPODA; INSECTA; MAMMALIA; MELANOGASTER;

EID: 0041819527     PISSN: 10728368     EISSN: None     Source Type: Journal    
DOI: 10.1038/nsb960     Document Type: Article

References (50)

1. Faingold, C.L., N'Gouemo, P. & Riaz, A. Ethanol and neurotransmitter interactions - from molecular to integrative effects. Prog. Neurobiol. 55, 509-535 (1998).
2. Mascia, M.P., Machu, T.K. & Harris, R.A. Enhancement of homomeric glycine receptor function by long-chain alcohols and anaesthetics. Br. J. Pharmacol. 119, 1331-1336 (1996).
3. Ikonomidou, C. et al. Ethanol-induced apoptotic neurodegeneration and fetal alcohol syndrome. Science 287, 1056-1060 (2000).
4. Lovinger, D.M. Alcohols and neurotransmitter gated ion channels: past, present and future. Naunyn Schmiedebergs Arch. Pharmacol. 356, 267-282 (1997).
5. Harris, R.A. Ethanol actions on multiple ion channels: which are important? Alcohol Clin. Exp. Res. 23, 1563-1570 (1999).
6. Mihic, S.J. et al. Sites of alcohol and volatile anesthetic action on GABA(A) and glycine receptors. Nature 389, 385-389 (1997).
7. Ye, Q. et al. Enhancement of glycine receptor function by ethanol is inversely correlated with molecular volume at position α 267. J. Biol. Chem. 273, 3314-3319 (1998).
8. Ueno, S., Wick, M.J., Ye, Q. Harrison, N.L. & Harris, R.A. Subunit mutations affect ethanol actions on GABA(A) receptors expressed in Xenopus oocytes. Br. J. Pharmacol. 127, 377-382 (1999).
9. Wick, M. et al. Mutations of γ-aminobutyric acid and glycine receptors change alcohol cutoff: evidence for an alcohol receptor? Proc. Natl. Acad. Sci. USA 95, 6504-6509 (1998).
10. Woodward, J.J. Ionotropic glutamate receptors as sites of action for ethanol in the brain, Neurochem. Int. 35, 107-113 (1999).
11. Krasowski, M.D. et al. Propofol and other intravenous anesthetics have sites of action on the γ-aminobutyric acid type a receptor distinct from that for isoflurane. Mol. Pharmacol. 53, 530-538 (1998).
12. Kash, T.L., Jenkins, A. & Harrison, N.L. Molecular volume determines the activity of the halogenated alkane bromoform at wild-type and mutant GABA(A) receptors. Brain Res. 960, 36-41 (2003).
13. Jenkins, A. et al. Evidence for a common binding cavity for three general anesthetics within the GABA(A) receptor. J. Neurosci. 21, U7-U 10 (2001).
14. Li, C.M., Heatwole, J., Soelaiman, S. & Shoham, M. Crystal structure of a thermophilic alcohol dehydrogenase substrate complex suggests determinants of substrate specificity and thermostability. Proteins 37, 619-627 (1999).
15. Benach, J., Atrian, S., Gonzalez-Duarte, R. & Ladenstein, R. The refined crystal structure of Drosophila lebanonensis alcohol dehydrogenase at 1.9 Å resolution. J. Mol. Biol. 282, 383-399 (1998).
16. Xie, P., Parsons, S.H., Speckhard, D.C., Bosron, W.F. & Hurley, T.D. X-ray structure of human class IV σσ alcohol dehydrogenase. Structural basis for substrate specificity. J. Biol. Chem. 272, 18558-18563 (1997).
17. Niederhut, M.S., Gibbons, B.J., Perez-Miller, S. & Hurley, T.D. Three-dimensional structures of the three human class I alcohol dehydrogenases. Protein Sci. 10, 697-706 (2001).
18. Dwyer, D.S. & Bradley, R.J. Chemical properties of alcohols and their protein binding sites. Cell. Mol. Life Sci. 57, 265-275 (2000).
19. Eckenhoff, R.G. & Johansson, J.S. Molecular interactions between inhaled anesthetics and proteins. Pharmacol. Rev. 49, 343-367 (1997).
20. Franks, N.P., Jenkins, A., Conti, E., Lieb, W.R. & Brick, P. Structural basis for the inhibition of firefly luciferase by a general anesthetic. Biophys. J. 75, 2205-2211 (1998).
21. Ishizawa, Y., Pidikiti, R., Liebman, PA. & Eckenhoff, R.G. G protein-coupled receptors as direct targets of inhaled anesthetics. Mol. Pharmacol. 61, 945-952 (2002).
22. Johansson, J.S., Scharf, D., Davies, L.A., Reddy, K.S. & Eckenhoff, R.G. A designed four-α-helix bundle that binds the volatile general anesthetic halothane with high affinity. Biophys. J. 78, 982-993 (2000).
23. Sachsenheimer, W., Pai, E.F., Schulz, G.E. & Schirmer, R.H. Halothane binds in adenine-specific niche of crystalline adenylate kinase. FEBS Lett. 79, 310-312 (1977).
24. Vogt, R.G. & Riddiford, L.M. Pheromone binding and inactivation by moth antennae. Nature 293, 161-163 (1981).
25. Campanacci, V. et al. Moth chemosensory protein exhibits drastic conformational changes and cooperativity on ligand binding. Proc. Natl. Acad. Sci. USA 100, 5069-5074 (2003).
26. Mosbah, A. et al. Solution structure of a chemosensory protein from the moth Mamestra brassicae. Biochem. J. 369, 39-44 (2003).
27. Kim, M.-S., Repp, A. & Smith, D.P. LUSH Odorant-binding protein mediates chemosensory responses to alcohols in Drosophila melanogaster. Genetics 150, 711-721 (1998).
28. Du, G. & Prestwich, G.D. Protein structure encodes the ligand binding specificity in pheromone binding proteins. Biochemistry 34, 8726-8732 (1995).
29. Sandler, B.H., Nikonova, L., Leal, W.S. & Clardy, J. Sexual attraction in the silkworm moth: structure of the pheromone-binding-protein-bombykol complex. Chem. Biol. 7, 143-151 (2000).
30. Laurence, C. & Berthelot, M. Observations on the strength of hydrogen bonding. Perspect. Drug Discov. Design 18, 39-60 (2000).
31. Lee, D. et al. NMR structure of the unliganded Bombyx mori pheromone-binding protein at physiological pH. FEBS Lett. 531, 314-318 (2002).
32. Rothemund, S., Liou, YC., Davies, P.L., Krause, E. & Sonnichsen, F.D. A new class of hexahelical insect proteins revealed as putative carriers of small hydrophobic ligands. Struct. Fold. Des. 7, 1325-1332 (1999).
33. Horst, R. et al. NMR structure reveals intramolecular regulation mechanism for pheromone binding and release. Proc. Natl. Acad. Sci. USA 98, 14374-14379 (2001).
34. Prestwich, G.D. Bacterial expression and photoaffinity labeling of a pheromone binding protein. Protein Sci. 2, 420-428 (1993).
35. Mascia, M.P., Trudell, J.R. & Harris, R.A. Specific binding sites for alcohols and anesthetics on ligand-gated ion channels. Proc. Natl. Acad. Sci. USA 97, 9305-9310 (2000).
36. Yamakura, T., Bertaccini, E., Trudell, J.R. & Harris, R.A. Anesthetics and ion channels: molecular models and sites of action. Annu. Rev. Pharmacol. Toxicol. 41, 23-51 (2001).
37. Bertaccini, E. & Trudell, J.R. Molecular modeling of ligand-gated ion channels: progress and challenges. Int. Rev. Neurobiol. 48, 141-166 (2001).
38. Miyazawa, A., Fujiyoshi, Y. & Unwin, N. Structure and gating mechanism of the acetylcholine receptor pore. Nature 423, 949-955 (2003).
39. Covarrubias, M., Vyas, T.B., Escobar, L. & Wei, A. Alcohols inhibit a cloned potassium channel at a discrete saturable site. Insights into the molecular basis of general anesthesia. J. Biol. Chem. 270, 19408-19416 (1995).
40. Borghese, C.M., Ali, D.N., Bleck, V. & Harris, R.A. Acetylcholine and alcohol sensitivity of neuronal nicotinic acetylcholine receptors: mutations in transmembrane domains. Alcohol Clin. Exp. Res. 26, 1764-1772 (2002).
41. Otwinowski, Z. & Minor, W. Processing of X-ray diffraction data collected in oscillation mode. Methods Enzymol. 276, 307-326 (1997).
42. Terwilliger, T.C. & Berendzen, J. Automated structure solution for MIR and MAD. Acta Crystallogr. D 55, 849-861 (1999).
43. Jones, T.A., Zou, J.Y., Cowan, S.W. & Kjelgaard, M. Improved methods for building protein models in electron density maps and the location of errors in these models. Acta Crystallogr. A 47, 110-119 (1991).
44. Collaborative Computational Project, Number 4, The CCP4 suite: programs for protein crystallography. Acta Crystallogr. D 50, 760-763 (1994).
45. Brünger, A.T. et al. Crystallography & NMR system: a new software suite for macromolecular structure determination. Acta Crystallogr. D 54, 905-921 (1998).
46. Laskowski, R.A. PROCHECK: a program to check the stereochemical quality of protein structures. J. Appl. Cryst. 26, 283-291 (1993).
47. Bodenhausen, G. & Ruben, D.J. Natural abundance N-15 NMR by enhanced heteronuclear spectroscopy. Chem. Phys. Lett. 69, 185-189 (1980).
48. Kraulis, P.J. MOLSCRIPT: a program to produce both detailed and schematic plots of protein structures. J. Appl. Crystallogr. 24, 946-950 (1991).
49. Esnouf, R.M. Further additions to MolScript version 1.4, including reading and contouring of electron-density maps. Acta Crystallogr. D 55, 938-940 (1999).
50. Merritt, E.A. & Bacon, D.J. Raster3D: photorealistic molecular graphics. Methods Enzymol. 277, 505-524 (1997).