In vitro quantitative study of the degradation of endomorphins

Peptides

Volumn 23, Issue 9, 2002, Pages 1573-1580

  Tömböly, Csaba ^a   Péter, Antal ^b   Tóth, Géza ^a  

^a INSTITUTE OF EXPERIMENTAL MEDICINE   (Hungary)

^b UNIVERSITY OF SZEGED   (Hungary)

Author keywords

Endomorphin; Half life; HPLC; Metabolism; Opioid; Peptide; Tritium

Indexed keywords

1,10 PHENANTHROLINE; ACTINONIN; AMINOPEPTIDASE; BENZYLSULFONYL FLUORIDE; BESTATIN; CAPTOPRIL; ENDOMORPHIN 1; ENDOMORPHIN 2; METALLOPROTEINASE; THIORPHAN;

ANIMAL TISSUE; ARTICLE; BRAIN HOMOGENATE; CATABOLISM; CONTROLLED STUDY; DRUG ACTIVITY; DRUG EFFECT; ENZYME INHIBITION; IN VITRO STUDY; METABOLITE; NONHUMAN; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN STABILITY; QUANTITATIVE ANALYSIS; RAT; TITRIMETRY;

AMINOPEPTIDASES; ANIMALS; BRAIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DOSE-RESPONSE RELATIONSHIP, DRUG; OLIGOPEPTIDES; PEPTIDES; PHENYLALANINE; PROLINE; RATS; TIME FACTORS; TRITIUM; TRYPSIN;

TRITIUM;

EID: 0036711009     PISSN: 01969781     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0196-9781(02)00100-6     Document Type: Article

References (37)

1. Bradford M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72:1976;248-254.
2. Gisin B.F. The preparation of Merrifield-resins through total esterification with cesium salts. Helv. Chim. Acta. 56:1973;1476-1482.
3. Goldberg I.E., Rossi G.C., Letchworth S.R., Mathis J.P., Ryan-Moro J., Leventhal L.et al. Pharmacological characterization of endomorphin-1 and endomorphin-2 in mouse brain. J. Pharmacol. Exp. Ther. 286:1998;1007-1013.
4. Gong J., Strong J.A., Zhang S., Yue X., DeHaven R.N., Daubert J.D.et al. Endomorphins fully activate a cloned human mu opioid receptor. FEBS Lett. 439:1998;152-156.
5. Hackler L., Zadina J.E., Ge L.J., Kastin A.J. Isolation of relatively large amounts of endomorphin-1 and endomorphin-2 from human brain cortex. Peptides. 18:1997;1635-1639.
6. Harrison C., McNulty S., Smart D., Rowbotham D.J., Grandy D.K., Devi L.A.et al. The effects of endomorphin-1 and endomorphin-2 in CHO cells expressing recombinant μ-opioid receptors and SH-SY5Y cells. Br. J. Pharmacol. 128:1999;472-478.
7. Horváth G., Szikszay M., Tömböly C., Benedek G. Antinociceptive effects of intrathecal endomorphin-1 and -2 in rats. Life Sci. 65:1999;2635-2641.
8. Horváth G. Endomorphin-1 and endomorphin-2: pharmacology of the selective endogenous μ-opioid receptor agonists. Pharmacol. Ther. 88:2000;437-463.
9. Kastin A.J., Hahn K., Zadina J.E. Regional differences in peptide degradation by rat cerebral microvessels: a potential novel regulatory mechanism for communication between blood and brain. Life Sci. 69:2001;1305-1312.
10. Konkoy C.S., Davis T.P. Regional metabolism of Met-enkephalin and cholecystokinin on intact ratbrain slices: characterization of specific peptidases. J. Neurochem. 65:1995;2773-2782.
11. Loh H.H., Liu H.C., Cavalli A., Yang W., Chen Y.F., Wei L.N. μ Opioid receptor knockout in mice: effects on ligand-induced analgesia and morphine lethality. Brain Res. Mol. Brain Res. 54:1998;321-326.
12. Martin-Schild S., Zadina J.E., Gerall A.A., Vigh S., Kastin A.J. Localization of endomorphin-2-like immunoreactivity in the rat medulla and spinal cord. Peptides. 18:1997;1641-1649.
13. McConalogue K., Grady E.F., Minnis J., Balestra B., Tonini M., Brecha N.C.et al. Activation and internalization of the mu-opioid receptor by the newly discovered endogenous agonists, endomorphin-1 and endomorphin-2. Neuroscience. 90:1999;1051-1059.
14. Mentlein R., Lucius R. Methods for the investigation of neuropeptide catabolism and stability in vitro. Brain Res. Protoc. 1:1997;237-246.
15. Mentlein R. Dipeptidyl-peptidase IV (CD26) - role in the inactivation of regulatory peptides. Regul. Pept. 85:1999;9-24.
16. Mizoguchi H., Narita M., Oji D.E., Suganuma C., Nagase H., Sora I.et al. The μ-opioid receptor gene-dose dependent reductions in G-protein activation in the pons/medulla and antinociception induced by endomorphins in μ-opioid receptor knockout mice. Neuroscience. 94:1999;203-207.
17. Molineaux C.J., Ayala J.M. An inhibitor of endopeptidase-24.15 blocks the degradation of intraventricularly administered dynorphins. J. Neurochem. 55:1990;611-618.
18. Monory K., Bourin M.C., Spetea M., Tömböly C., Tóth G., Matthes H.W.et al. Specific activation of the μ opioid receptor (MOR) by endomorphin 1 and endomorphin 2. Eur. J. Neurosci. 12:2000;577-584.
19. Péter A., Tóth G., Tömböly C., Laus G., Tourwé D. Liquid chromatographic study of the enzymatic degradation of endomorphins, with identification by electrospray ionization mass spectrometry. J. Chromatogr. A. 846:1999;39-48.
20. Prókai L., Kim H.S., Zharikova A., Roboz J., Ma L., Deng L.et al. Electrospray ionization mass spectrometric and liquid chromatographic-mass spectrometric studies on the metabolism of synthetic dynorphin A peptides in brain tissue in vitro and in vivo. J. Chromatogr. A. 800:1998;59-68.
21. Przewlocka B., Mika J., Labuz D., Tóth G., Przewlocki R. Spinal analgesic action of endomorphins in acute, inflammatory and neuropathic pain in rats. Eur. J. Pharmacol. 367:1999;189-196.
22. 3H ]Dynorphin A (1-9): binding characteristics and degradation profile in brain homogenates Life Sci. 33(Suppl 1):1983;283-286.
23. Rónai A.Z., Tímár J., Makó É., Erdö F., Gyarmati Z., Tóth G.et al. Diprotin A, an inhibitor of dipeptidyl aminopeptidase IV (EC 3.4.14.5) produces naloxone-reversible analgesia in rats. Life Sci. 64:1999;145-152.
24. Sakurada C, Sakurada S, Hayashi T, Tan-No K, Sakurada T. Metabolism of endomorphin-2 by synaptic membranes of mouse brain. In: Poster 49 on the Thirty-second International Narcotics Research Conference, 2001 July 14-29; Helsinki, Finland.
25. Scalia S., Salvadori S., Marastoni M., Bortolotti F., Tomatis R. Reversed-phase HPLC study on the in vitro enzymic degradation of dermorphin. Peptides. 7:1986;247-251.
26. Shane R., Wilk S., Bodnar R.J. Modulation of endomorphin-2-induced analgesia by dipeptidyl peptidase IV. Brain Res. 815:1999;278-286.
27. Simon J., Benyhe S., Abutidze K., Borsodi A., Szücs M., Tóth G.et al. Kinetics and physical parameters of rat brain opioid receptors solubilized by digitonin and CHAPS. J. Neurochem. 46:1986;695-701.
28. Soignier R.D., Vaccarino A.L., Brennan A.M., Kastin A.J., Zadina J.E. Analgesic effects of endomorphin-1 and endomorphin-2 in the formalin test in mice. Life Sci. 67:2001;907-912.
29. Spetea M., Monory K., Tömböly C., Tóth G., Tzavara E., Benyhe S.et al. In vitro binding and signaling profile of the novel μ opioid receptor agonist endomorphin 2 in rat brain membranes. Biochem. Biophys. Res. Commun. 250:1998;720-725.
30. Stewart JM, Young JD. Solid Phase Peptide Synthesis. 2nd Ed. Rockford: Pierce Chemical Company, 1984.
31. Stone L.S., Fairbanks C.A., Laughlin T.M., Nguyen H.O., Bushy T.M., Wessendorf M.W.et al. Spinal analgesic actions of the new endogenous opioid peptides endomorphin-1 and -2. Neuroreport. 8:1997;3131-3135.
32. Sugimoto-Watanabe A., Kubota K., Fujibayashi K., Saito K. Antinociceptive effect and enzymatic degradation of endomorphin-1 in newborn rat spinal cord. Jpn. J. Pharmacol. 81:1999;264-270.
33. Szatmári I., Biyashev D., Tömböly C., Tóth G., Mácsai M., Szabó G.et al. Influence of degradation on binding properties and biological activity of endomorphin 1. Biochem. Biophys. Res. Commun. 284:2001;771-776.
34. Tömböly C., Dixit R., Lengyel I., Borsodi A., Tóth G. Preparation of specifically tritiated endomorphins. J. Labelled Cpd. Radiopharm. 44:2001;355-363.
35. Tseng L.F., Narita M., Suganuma C., Mizoguchi H., Ohsawa M., Nagase H.et al. Differential antinociceptive effects of endomorphin-1 and endomorphin-2 in the mouse. J. Pharmacol. Exp. Ther. 292:2000;576-583.
36. Wang Y.Q., Zhu C.B., Wu G.C., Cao X.D., Wang Y., Cui D.F. Effects of orphanin FQ on endomorphin-1 induced analgesia. Brain Res. 835:1999;241-246.
37. Zadina J.E., Hackler L., Ge L.J., Kastin A.J. A potent and selective endogenous agonist for the μ-opiate receptor. Nature. 386:1997;499-502.