Abstract
Fluorescent derivatives of bovine neurotensin 8–13 fragment were prepared. For N-terminal labelling, 4-[7-hydroxycoumaryl]acetic acid (Hca), 4-[7-methoxycoumaryl]acetic acid (Mca) and 2-amino-3-[4-[7-methoxycoumaryl]]propionic acid (Amp) were used while the C-terminus of the peptide chain was elongated with Amp. The fluorescence excitation and emission spectra of the peptide derivatives were studied. Hca- and Mca/Amp-derivatives were easily distinguishable because of the 60 nm shift of their emission maxima. Compared with the natural sequence, the presence of an N-terminal label did not influence the biological potency in a longitudinal muscle strip of guinea-pig ileum, while labelling at the C-terminus considerably reduced the activity of the peptide.
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Sebestyén, F., Dibó, G. and Furka, Á., In Schneider, C.H. and Eberle, A.M. (Eds.) Peptides 1992, Proceedings of the 22nd European Peptide Symposium, September 13–19, 1992, Interlaken, Switzerland, ESCOM, Leiden, 1993, pp. 63–64.
Câmpian, E., Sebestyén, F. and Furka, Á., In Epton, R. (Ed.) Innovation and Perspectives in Solid Phase Synthesis, 3rd International Symposium, August 31–September 4, 1993, Oxford, U.K., Mayflower Worldwide Ltd., Birmingham, 1994, pp. 469–472.
Câmpian, E., Sebestyén, F., Major, F. and Furka, Á., Drug Dev. Res., 33 (1994) 98.
Sebestyén, F., Szendrei, Gy., Mák, M., Dóda, M., Illyés, E., Szókán, Gy., Kindla, K., Rapp, W., Szegö, P., Câmpian, E. and Furka, Á., J. Pept. Sci., 4 (1998) 294.
Sebestyén, F., Kele, P., Illyés, E., Mák, M., Dóda, M. and Mezö, G., Abstracts of the 25th European Peptide Symposium, 1998, Budapest, Hungary, p. P384.
St.-Pierre, S., Lalonde, J.-M., Gendreau, M., Quirion, R., Regoli, D. and Rioux, F., J. Med. Chem., 24 (1981) 370.
Baker, W., Haksar, C.N. and McOmie, J.F.N., J. Chem. Soc., (1950) 170.
Knight, C.G., Biochem. J., 274 (1991) 45.
Moroder, L., Hallett, A., Wünsch, E., Keller, O. and Wersin, G., Hoppe-Seyler's Z. Physiol. Chem., 357 (1976) 1651.
Horiki, K., Igano, K. and Inouye, K., Chem. Lett., (1978) 165.
Gutte, B. and Merrifield, R.B., J. Biol. Chem., 246 (1971) 1922.
Sebestyén, F., Szalatnyai, T., Durgo, J.A. and Furka, Á., J. Pept. Sci., 1 (1995) 26.
Vizi, E.S., Ono, K., Adam-Vizi, V., Duncalf, D. and Földes, F.F., J. Pharmacol. Exp. Ther., 30 (1984) 493.
Paton, W.D.M. and Vizi, E.S., Br. J. Pharmacol., 35 (1969) 10.
Sherman, W.R. and Robins, E., Anal. Chem., 40 (1968) 803.
Rivier, J.E., Lazarus, L.H., Perrin, M.H. and Brown, M.R., J. Med. Chem., 20 (1977) 1409.
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Kele, P., Illyés, E., Mezö, G. et al. Fluorescent derivatives of bovine neurotensin 8–13 fragment. Letters in Peptide Science 6, 235–238 (1999). https://doi.org/10.1023/A:1008914513649
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DOI: https://doi.org/10.1023/A:1008914513649