High-resolution solution structure of gurmarin, a sweet-taste- suppressing plant polypeptide

European Journal of Biochemistry

Volumn 264, Issue 2, 1999, Pages 525-533

  Fletcher, Jamie I ^a   Dingley, Andrew J ^c   Smith, Ross ^d   Connor, Mark ^b   Christie, MacDonald J ^b   King, Glenn F ^a,e  

^a UNIVERSITY OF SYDNEY   (Australia)

^b University of Sydney   (Australia)

^c HEINRICH HEINE UNIVERSITY   (Germany)

^d UNIVERSITY OF QUEENSLAND   (Australia)

^e UNIVERSITY OF CONNECTICUT HEALTH CENTER   (United States)

Author keywords

Gurmarin; Ion channels; NMR; Protein structure; Sweet taste suppression

Indexed keywords

ION CHANNEL; POLYPEPTIDE;

ARTICLE; CHANNEL GATING; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN FOLDING; PROTEIN STRUCTURE; PROTEIN SYNTHESIS; STRUCTURE ANALYSIS;

AMINO ACID SEQUENCE; DISULFIDES; HYDROGEN BONDING; ION CHANNELS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; NEUROTOXINS; PLANT PROTEINS; PROTEIN FOLDING; PROTEIN STRUCTURE, SECONDARY; TASTE;

ARANEAE; GYMNEMA SYLVESTRE;

EID: 0033200207     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1046/j.1432-1327.1999.00659.x     Document Type: Article

References (41)

1. Kamei, K., Takano, R., Miyasaka, R., Imoto, T. & Hara, S. (1992) Amino acid sequence of sweet-taste-suppressing peptide (gurmarin) from the leaves of Gymnema sylvestre. J. Biochem. (Tokyo) 111, 109-112.
2. Imoto, T., Miyasaka, A., Ishima, R. & Akasaka, K. (1991) A novel peptide isolated from the leaves of Gymnema sylvestre-1. Characterization and its suppressive effect on the neural responses to sweet taste stimuli in the rat. Comp. Biochem. Physiol. A 100, 309-314.
3. Warren, R.P., Warren, R.M. & Weninger, M.G. (1969) Inhibition of the sweet taste by Gymnema sylvestre. Nature (London) 223, 94-95.
4. Fletcher, J.I., Chapman, B.E., Mackay, J.P., Howden, M.E.H. & King, G.F. (1997) The structure of versutoxin (δ-atracotoxin-Hv1) provides insights into the binding of site-3 neurotoxins to the voltage-gated sodium channel. Structure 5, 1525-1535.
5. Arai, K., Ishima, R., Morikawa, S., Miyasaka, A., Imoto, T., Yoshimura, S., Aimoto, S. & Akasaka, K. (1995) Three-dimensional structure of gurmarin, a sweet-taste suppressing polypeptide. J. Biomol. NMR 5, 297-305.
6. 1H NMR spectra of proteins via double quantum filtering. Biochem. Biophys. Res. Commun. 117, 479-485.
7. Derome, A.E. & Williamson, M.P. (1990) Rapid-pulsing artifacts in double-quantum-filtered COSY. J. Magn. Reson. 88, 177-185.
8. Bax, A. & Davis, D.G. (1985) MLEV-17 based two-dimensional homonuclear magnetisation transfer spectroscopy. J. Magn. Reson. 65, 355-360.
9. Griesinger, C., Sørensen, O.W. & Ernst, R.R. (1987) Practical aspects of the E.COSY technique. Measurement of scalar spin-spin coupling constants in peptides. J. Magn. Reson. 75, 474-492.
10. Kumar, A., Ernst, R.R. & Wüthrich, K. (1980) A two-dimensional nuclear Overhauser enhancement (2D NOE) experiment for the elucidation of complete proton-proton cross-relaxation networks in biological macromolecules. Biochem. Biophys. Res. Commun. 95, 1-6.
11. 1H NMR spectra in proteins. J. Magn. Reson. 77, 166-169.
12. Bartels, C., Xia, T.-H., Billeter, M., Güntert, P. & Wüthrich, K. (1995) The program XEASY for computer-supported NMR spectral analysis of biological macromolecules. J. Biomol. NMR 5, 1-10.
13. Güntert, P., Mumenthaler, C. & Wüthrich, K. (1997) Torsion angle dyanamics for NMR structure calculation with the new program DYANA. J. Mol. Biol. 273, 283-298.
14. HNα for identification of helical secondary structure. J. Mol. Biol. 180, 741-751.
15. Szyperski, T., Güntert, P., Otting, G. & Wüthrich, K. (1992) Determination of scalar coupling constants by inverse Fourier transform of in-phase multiplets. J. Magn. Reson. 99, 552-560.
16. Wagner, G., Braun, W., Havel, T.F., Schaumann, T., Gõ, N. & Wüthrich, K. (1987) Protein structures in solution by nuclear magnetic resonance and distance geometry. The polypeptide fold of the basic pancreatic trypsin inhibitor determined using two different algorithms, DISGEO and DISMAN. J. Mol. Biol. 196, 611-639.
17. Ota, M. & Ariyoshi, Y. (1995) Location of the disulphide bonds of the sweetness-suppressing polypeptide gurmarin. Biosci. Biotech. Biochem. 59, 1956-57.
18. Brünger, A.T. (1992) X-PLOR, Version 3.1. Yale University Press, New Haven, CT.
19. 2+ channel currents of acutely dissociated rat periaqueductal grey neurones. J. Physiol. (London) 509, 47-58.
20. Fletcher, J.I., Smith, R., O'Donoghue, S.I., Nilges, M., Connor, M., Howden, M.E.H., Christie, M.J. & King, G.F. (1997) The structure of a novel insecticidal neurotoxin, ω-atracotoxin-HV1, from the venom of an Australian funnel-web spider. Nat. Struct. Biol. 4, 559-566.
21. Hamill, O.P., Marty, A., Neher, E., Sakmann, B. & Sigworth, F.J. (1981) Improved patch-clamp techniques for high resolution current recording from cells and cell free membrane patches. Pflügers Arch. 391, 85-100.
22. Wüthrich, K. (1986) NMR of Proteins and Nucleic Acids. John Wiley & Sons, Inc., New York.
23. Kline, A.D., Braun, W. & Wüthrich, K. (1988) Determination of the complete three-dimensional structure of the alpha-amylase inhibitor tendamistat in aqueous solution by nuclear magnetic resonance and distance geometry. J. Mol. Biol. 204, 675-724.
24. Nilges, M., Clore, G.M. & Gronenborn, A.M. (1988) Determination of the three-dimensional structures of protein from interproton distance data by hybrid distance geometry-dynamical simulated annealing calculations. FEBS Lett. 229, 317-324.
25. Hyberts, S.V., Goldberg, M.S., Havel, T.F. & Wagner, G. (1992) The solution structure of eglin c based on measurements of many NOEs and coupling constants and its comparison with X-ray structures. Protein Sci. 1, 736-751.
26. Laskowski, R.A., MacArthur, M.W., Moss, D.S. & Thornton, J.M. (1993) PROCHECK: a program to check the stereochemical quality of protein structure coordinates. J. Appl. Crystallogr. 26, 283-291.
27. Hutchinson, E.G. & Thornton, J.M. (1996) PROMOTIF: a program to identify and analyze structural motifs in proteins. Protein Sci. 5, 212-220.
28. Pallaghy, P.K., Nielsen, K.J., Craik, D.J. & Norton, R.S. (1994) A common structural motif incorporating a cystine knot and a triple-stranded β-sheet in toxic and inhibitory polypeptides. Protein Sci. 3, 1833-1839.
29. Norton, R.S. & Pallaghy, P.K. (1998) The cystine knot structure of ion channel toxins and related polypeptides. Toxicon 36, 1573-1583
30. Nicholson, G.M., Willow, M., Howden, M.E.H. & Narahashi, T. (1994) Modification of sodium channel gating and kinetics by versutoxin from the Australian funnel-web spider Hadronyche versuta. Pflügers Arch. 428, 400-409.
31. Adams, M.E., Herold, E.E. & Venema, V.J. (1989) Two classes of channel-specific toxins from funnel web spider venom. J. Comp. Physiol. A 164, 333-342.
32. Omecinsky, D.O., Holub, K.E., Adams, M.E. & Reily, M.D. (1996) Three-dimensional structure analysis of μ-agatoxins: further evidence for common motifs among neurotoxins with diverse ion channel specificities. Biochemistry 35, 2836-2844.
33. Little, M.J., Wilson, H., Zappia, C., Cestèle, S., Tyler, M.I., Martin-Eauclaire, M.-F., Gordon, D. & Nicholson, G.M. (1998) δ-Atracotoxins from Australian funnel-web spiders compete with scorpion α-toxin binding on both rat brain and insect sodium channels. FEBS Lett. 439, 246-252.
34. Reily, M.D., Thanabal, V. & Adams, M.E. (1995) The solution structure of ω-Aga-IVB, a P-type calcium channel antagonist from venom of the funnel web spider, Agelenopsis aperta. J. Biomol. NMR 5, 122-132.
35. Adams, M.E., Mintz, I.M., Reily, M.D., Thanabal, V. & Bean, B.P. (1993) Structure and properties of ω-agatoxin-IVB, a new antagonist of P-type calcium channels. Mol. Pharmacol. 44, 681-688.
36. Westenbroek, R.E., Sakurai, T., Elliot, E.M., Hell, J.W., Starr, T.V.B., Snutch, T.P. & Catterall, W.A. (1995) Immunochemical identification and subcellular distribution of the a1A subunits of brain calcium channels. J. Neurosci. 15, 6403-6418.
37. Sangameswaran, L., Fish, L.M., Koch, B.D., Rabert, D.K., Delgado, S.G., Ilnicka, M., Jakeman, L.B., Novakovic, S., Wong, K., Sze, P., Tzoumaka, E., Stewart, G.W., Herman, R.C., Chan, H., Eglen, R.M. & Hunter, J.C. (1997) A novel tetrodotoxin-sensitive, voltage-gated sodium channel expressed in rat and human dorsal root ganglia. J. Biol. Chem. 272, 14805-14809.
38. Brown, M.R., Sheumack, D.D., Tyler, M.I. & Howden, M.E.H. (1988) Amino acid sequence of versutoxin, a lethal neurotoxin from the venom of the funnel web spider Atrax versutus. Biochem. J. 250, 401-405.
39. Barton, G.J. (1993) ALSCRIPT. A tool to formal multiple sequence alignments. Protein Eng. 6, 37-40.
40. Koradi, R., Billeter, M. & Wüthrich, K. (1996) MOLMOL: a program for display and analysis of macromolecular structures. J. Mol. Graph. 14, 51-55.
41. Güntert, P., Mumenthaler, C. & Herrman, T. (1998) DYANA User's Manual, Version 1.5. Institut für Molekularbiologie und Biophysik, Zurich.