The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review

Dermorphin     (2S)-N-[(1S)-1-aminocarbonyl- 2-hydroxy...

Synonyms: AC1NUNYZ, CHEMBL278789, SureCN237169, CHEBI:132695, DNC011508, ...
 
 
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.
 

Disease relevance of Dermorphin

 

Psychiatry related information on Dermorphin

  • The selective opioid mu receptor agonist dermorphin increased the locomotor activity of rats dose dependently at 10 to 100 pmol/kg i.c.v. Respiratory rate, relative tidal volume and respiratory minute volume also increased unrelated to changes in locomotor activity [4].
  • 4 Intracerebroventricular infusion of dermorphin induced development of tolerance and precipitation of withdrawal symptoms upon administration of naloxone [5].
  • The involvement of mu-opioid receptors in memory retrieval was examined in mice by using Tyr-D-Arg-Phe-beta-Ala-NH2 (TAPA), a novel dermorphin analog with high affinity for mu-opioid receptors, and passive avoidance learning [6].
  • Data are presented in this paper regarding the influence of the opioid peptide, dermorphin, and its conjugate on the conditioned reflex activity of sousliks [7].
 

High impact information on Dermorphin

  • The predicted amino acid sequences of these precursors contained homologous repeats of 35 amino acids that included one copy of the heptapeptide dermorphin [8].
  • Complementary DNA (cDNA) libraries were constructed from frog skin messenger RNA and screened with a mixture of oligonucleotides that contained the codons complementary to five amino acids of dermorphin [8].
  • The opioid receptor preference for dermorphin and several dimerized structural analogues was investigated using rat brain synaptosomes and correlated with the potencies of intracerebroventricularly administered dimeric dermorphin peptides to inhibit gastric acid secretion [9].
  • Dimeric dermorphin analogues as mu-receptor probes on rat brain membranes. Correlation between central mu-receptor potency and suppression of gastric acid secretion [9].
  • Prolactin-releasing activity of dermorphin, a new synthetic potent opiate-like peptide, in normal human subjects [10].
 

Chemical compound and disease context of Dermorphin

 

Biological context of Dermorphin

 

Anatomical context of Dermorphin

  • H-Tyr-D-MetO-Phe-Gly-NH2 (I) (guinea pig ileum IC50 = 13.6 nM; tail-flick ED50 = 1.97 pmol/mouse, icv, and 0.65 mumol/kg, sc), though less effective in the periphery, has central activities higher than those of dermorphin H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2 [19].
  • Select types of opiates are known to release GH by a hypothalamic site of action, and thus, the dermorphin heptapeptide and benzomorphan opiate agonist 2549 used in this study presumably act on the hypothalamus to release GH [20].
  • The purpose of this study was to clarify the mechanism of the blood-brain barrier (BBB) transport of H-Tyr-D-Arg-Phe-beta-Ala-OH (TAPA), which is a novel dermorphin analog with high affinity for the micro 1-opioid receptor [21].
  • On the vas deferens receptors, dermorphin was about as potent as the enkephalins and 40 times more potent than morphine [5].
  • Electrophysiological effects of dermorphin on locus coeruleus neurons of rat [22].
 

Associations of Dermorphin with other chemical compounds

  • In the present paper we describe the synthesis of some dermorphin and deltorphin analogues beta-O- and alpha-C-glycosylated on the C-terminal amino acid residue and report their opioid receptor affinity and selectivity as well as their analgesic potency after subcutaneous injection in mice [23].
  • We examined the in vitro and in vivo bioactivities of several families of peptidomimetic opioids including: constrained linear enkephalin (n = 12 analogs), dermorphin (n = 9 analogs) and morphiceptin (n = 17 analogs) [24].
  • 3. The different mu-opioid agonists evaluated, morphine, DAMGO, dermorphin and [Lys(7)]-dermorphin produced an inhibitory response in vas deferens from wild-type mice but had no relevant activity on vas deferens from mutant mice [25].
  • Acetylation of sugar hydroxyl groups reduces 5-10 times both biological activity on GPI and mu-receptor affinity, whereas the antinociceptive potency was equal to (i.c.v.) or only two-three times lower (s.c.) than dermorphin potency [26].
  • Both dermorphin and fentanyl showed more potent activity in younger pups than in older pups, possibly in the case of dermorphin because of developmental maturation of blood-brain barrier function [27].
 

Gene context of Dermorphin

  • Prolactin and growth hormone responses to dermorphin in patients with prolactin-secreting pituitary adenoma [28].
  • Somatostatin inhibits the dermorphin-stimulated thyrotropin release in man [29].
  • It is proposed that dermorphin/2549 synergistically release GH with GHRP or GHRH because these opiates inhibit SRIF release [20].
  • We have also demonstrated that another unnatural amino acid, 2',6'-dimethylphenylalanine (Dmp), is not only an excellent substitute for Phe at position 3 but also can mimic the aromatic N-terminal Tyr residue in a micro opioid receptor-selective dermorphin analogue (YRFB: Tyr-D-Arg-Phe-betaAla-NH(2)) [30].
  • This study was designed to investigate the effect of dermorphin (D), a new synthetic potent opiate-like peptide (H-Tyr-D-Ala-Phe-Gly-Tyr-Pro-Ser-NH2), on PRA, plasma aldosterone (PA), plasma cortisol (PC), and plasma ACTH levels in normal men [31].
 

Analytical, diagnostic and therapeutic context of Dermorphin

  • To assess the validity of this model, we synthesized a series of dermorphin analogues carrying a net positive charge and tested them in mu- and delta-receptor representative binding assays and bioassays [32].
  • Dermorphin analog Tyr-D-Arg2-Phe-sarcosine-induced opioid analgesia and respiratory stimulation: the role of mu 1-receptors [33]?
  • Rats received a single microinjection of vehicle, saporin, dermorphin or dermorphin-saporin into the rostral ventromedial medulla and 28 days later, underwent either sham or spinal nerve ligation procedures [34].
  • We have developed a specific enzyme immunoassay and used synthetic peptides to detect and purify the new predicted heptapeptide (2.4 micrograms/g dry skin) from the skin of the Phyllomedusa sauvagei frog from which dermorphin was originally isolated [35].
  • Search for the structures initiating seizures triggered by intraventricular injection of the mu opioid agonist dermorphin in rats [36].

References

  1. Dermorphin-related peptides from the skin of Phyllomedusa bicolor and their amidated analogs activate two mu opioid receptor subtypes that modulate antinociception and catalepsy in the rat. Negri, L., Erspamer, G.F., Severini, C., Potenza, R.L., Melchiorri, P., Erspamer, V. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  2. Central autonomic effects of dermorphin in conscious rats. Feuerstein, G., Faden, A.I. J. Pharmacol. Exp. Ther. (1983) [Pubmed]
  3. Mu and kappa opioid system interactions in the expression of acute opioid dependence in isolated guinea-pig ileum. Valeri, P., Romanelli, L., Morrone, L.A., Amico, M.C., Mattioli, F. Neuropharmacology (1996) [Pubmed]
  4. Respiratory and locomotor stimulation by low doses of dermorphin, a mu1 receptor-mediated effect. Paakkari, P., Paakkari, I., Sirén, A.L., Feuerstein, G. J. Pharmacol. Exp. Ther. (1990) [Pubmed]
  5. Pharmacological data on dermorphins, a new class of potent opioid peptides from amphibian skin. Broccardo, M., Erspamer, V., Falconieri Erspamer, G., Improta, G., Linari, G., Melchiorri, P., Montecucchi, P.C. Br. J. Pharmacol. (1981) [Pubmed]
  6. Attenuation of memory with Tyr-D-Arg-Phe-beta-Ala-NH2, a novel dermorphin analog with high affinity for mu-opioid receptors. Ukai, M., Kobayashi, T., Mori, K., Shinkai, N., Sasaki, Y., Kameyama, T. Eur. J. Pharmacol. (1995) [Pubmed]
  7. The role of dermorphin in the regulation of the processes of hibernation in mammals. Sollertinskaya, T.N., Nuritdinov, E.N., Obukhova, M.F. Neurosci. Behav. Physiol. (1993) [Pubmed]
  8. D-alanine in the frog skin peptide dermorphin is derived from L-alanine in the precursor. Richter, K., Egger, R., Kreil, G. Science (1987) [Pubmed]
  9. Dimeric dermorphin analogues as mu-receptor probes on rat brain membranes. Correlation between central mu-receptor potency and suppression of gastric acid secretion. Lazarus, L.H., Guglietta, A., Wilson, W.E., Irons, B.J., de Castiglione, R. J. Biol. Chem. (1989) [Pubmed]
  10. Prolactin-releasing activity of dermorphin, a new synthetic potent opiate-like peptide, in normal human subjects. Degli Uberti, E.C., Trasforini, G., Salvadori, S., Tomatis, R., Margutti, A., Bianconi, M., Rotola, C., Pansini, R. J. Clin. Endocrinol. Metab. (1983) [Pubmed]
  11. The role of peripheral opioid receptor subtypes in the modulation of gastric acid secretion and plasma gastrin in dogs. Intorre, L., Mengozzi, G., Vanni, E., Grassi, F., Soldani, G. Eur. J. Pharmacol. (1993) [Pubmed]
  12. Conformational restriction of Tyr and Phe side chains in opioid peptides: information about preferred and bioactive side-chain topology. Tourwé, D., Verschueren, K., Frycia, A., Davis, P., Porreca, F., Hruby, V.J., Toth, G., Jaspers, H., Verheyden, P., Van Binst, G. Biopolymers (1996) [Pubmed]
  13. Reversal of mu-opioid-mediated respiratory depression by alpha 2-adrenoceptor antagonism. Vonhof, S., Sirén, A.L. Life Sci. (1991) [Pubmed]
  14. Structure-activity relationship of dermorphin on gastric secretion. Guglietta, A., Irons, B.J., Lazarus, L.H., Melchiorri, P. Endocrinology (1987) [Pubmed]
  15. Dermorphins, opioid peptides from amphibian skin, act on opioid receptors of mouse neuroblastoma x rat glioma hybrid cells. Glaser, T., Hübner, K., de Castiglione, R., Hamprecht, B. J. Neurochem. (1981) [Pubmed]
  16. Fetal alveolar epithelial cells contain [D-Ala(2)]-deltorphin I-like immunoreactivity: delta- and mu-opiate receptors mediate opposite effects in developing lung. Sunday, M.E., Haley, K.J., Emanuel, R.L., Torday, J.S., Asokananthan, N., Sikorski, K.A., Tooyama, I., Kimura, H., Renda, T., Erspamer, V. Am. J. Respir. Cell Mol. Biol. (2001) [Pubmed]
  17. Evidence for differential opioid mu 1- and mu 2-receptor-mediated regulation of heart rate in the conscious rat. Paakkari, P., Paakkari, I., Feuerstein, G., Sirén, A.L. Neuropharmacology (1992) [Pubmed]
  18. Mechanisms of central hemodynamic and sympathetic regulation by mu opioid receptors: effects of dermorphin in the conscious rat. Sirén, A.L., Paakkari, P., Goldstein, D.S., Feuerstein, G. J. Pharmacol. Exp. Ther. (1989) [Pubmed]
  19. Synthesis and opioid activity of dermorphin tetrapeptides bearing D-methionine S-oxide at position 2. Salvadori, S., Marastoni, M., Balboni, G., Sarto, G.P., Tomatis, R. J. Med. Chem. (1986) [Pubmed]
  20. On the actions of the growth hormone-releasing hexapeptide, GHRP. Bowers, C.Y., Sartor, A.O., Reynolds, G.A., Badger, T.M. Endocrinology (1991) [Pubmed]
  21. Blood-brain barrier transport of a novel micro 1-specific opioid peptide, H-Tyr-D-Arg-Phe-beta-Ala-OH (TAPA). Deguchi, Y., Miyakawa, Y., Sakurada, S., Naito, Y., Morimoto, K., Ohtsuki, S., Hosoya, K., Terasaki, T. J. Neurochem. (2003) [Pubmed]
  22. Electrophysiological effects of dermorphin on locus coeruleus neurons of rat. Chiu, T.H., Chen, T.Y., Ho, C.L., Chiang, S.T. Neuropharmacology (1990) [Pubmed]
  23. Dermorphin and deltorphin glycosylated analogues: synthesis and antinociceptive activity after systemic administration. Negri, L., Lattanzi, R., Tabacco, F., Orrù, L., Severini, C., Scolaro, B., Rocchi, R. J. Med. Chem. (1999) [Pubmed]
  24. Characterization of the spinal antinociceptive activity of constrained peptidomimetic opioids. Yaksh, T.L., Malmberg, A.B., Ro, S., Schiller, P., Goodman, M. J. Pharmacol. Exp. Ther. (1995) [Pubmed]
  25. Activity of mu- and delta-opioid agonists in vas deferens from mice deficient in MOR gene. Maldonado, R., Severini, C., Matthes, H.W., Kieffer, B.L., Melchiorri, P., Negri, L. Br. J. Pharmacol. (2001) [Pubmed]
  26. Glycodermorphins: opioid peptides with potent and prolonged analgesic activity and enhanced blood-brain barrier penetration. Negri, L., Lattanzi, R., Tabacco, F., Scolaro, B., Rocchi, R. Br. J. Pharmacol. (1998) [Pubmed]
  27. Modulation of breathing by mu1 and mu2 opioid receptor stimulation in neonatal and adult rats. Colman, A.S., Miller, J.H. Respiration physiology. (2001) [Pubmed]
  28. Prolactin and growth hormone responses to dermorphin in patients with prolactin-secreting pituitary adenoma. degli Uberti, E.C., Trasforini, G., Salvadori, S., Margutti, A., Rotola, C., Bianconi, M., Teodori, V., Tomatis, R., Pansini, R. Metab. Clin. Exp. (1985) [Pubmed]
  29. Somatostatin inhibits the dermorphin-stimulated thyrotropin release in man. degli Uberti, E.C., Roti, E., Trasforini, G., Salvadori, S., Margutti, A., Robuschi, G., Tomatis, R., Gnudi, A., Pansini, R., Braverman, L.E. Horm. Res. (1986) [Pubmed]
  30. 2',6'-dimethylphenylalanine (Dmp) can mimic the N-terminal Tyr in opioid peptides. Sasaki, Y., Sasaki, A., Ariizumi, T., Igari, Y., Sato, K., Kohara, H., Niizuma, H., Ambo, A. Biol. Pharm. Bull. (2004) [Pubmed]
  31. Responses of plasma renin activity, aldosterone, adrenocorticotropin, and cortisol to dermorphin, a new synthetic potent opiate-like peptide, in man. Degli Uberti, E.C., Trasforini, G., Salvadori, S., Margutti, A., Tomatis, R., Bianconi, M., Rotola, C., Pansini, R. J. Clin. Endocrinol. Metab. (1983) [Pubmed]
  32. Dermorphin analogues carrying an increased positive net charge in their "message" domain display extremely high mu opioid receptor selectivity. Schiller, P.W., Nguyen, T.M., Chung, N.N., Lemieux, C. J. Med. Chem. (1989) [Pubmed]
  33. Dermorphin analog Tyr-D-Arg2-Phe-sarcosine-induced opioid analgesia and respiratory stimulation: the role of mu 1-receptors? Paakkari, P., Paakkari, I., Vonhof, S., Feuerstein, G., Sirén, A.L. J. Pharmacol. Exp. Ther. (1993) [Pubmed]
  34. Descending facilitation from the rostral ventromedial medulla maintains nerve injury-induced central sensitization. Vera-Portocarrero, L.P., Zhang, E.T., Ossipov, M.H., Xie, J.Y., King, T., Lai, J., Porreca, F. Neuroscience (2006) [Pubmed]
  35. Isolation of dermenkephalin from amphibian skin, a high-affinity delta-selective opioid heptapeptide containing a D-amino acid residue. Mor, A., Delfour, A., Sagan, S., Amiche, M., Pradelles, P., Rossier, J., Nicolas, P. FEBS Lett. (1989) [Pubmed]
  36. Search for the structures initiating seizures triggered by intraventricular injection of the mu opioid agonist dermorphin in rats. Gioanni, Y., Greco, B., Prevost, J. Epilepsia (1995) [Pubmed]
 
WikiGenes - Universities