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Chemical Compound Review:

Scyliorhinin I (3S)-3-[[(1S)-5-amino-1- [[(1S)-1-[[(1S)-1...

Synonyms: AC1L3UDT, 103425-21-4, Ala-lys-phe-asp-lys-phe-tyr-gly-leu-met-NH2

Patacchini, R. et al., Dike, A. et al., Raffa, R.B. et al., Waugh, D. et al., Buck, S.H. et al., et al.

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High impact information on Scyliorhinin I

Membrane-Induced Structure of Scyliorhinin I: A Dual NK1/NK2 Agonist [1].
Scyliorhinin I, a linear decapeptide, is the only known tachykinin that shows high affinity for both NK-1 and NK-2 binding sites and low affinity for NK-3 binding sites [1].
As a first step to understand the structure-activity relationship, we report the membrane-induced structure of scyliorhinin I with the aid of circular dichroism and 2D-(1)H NMR spectroscopy [1].
Lampetra SP (RKPHPKEFVGLM-NH2) is identical to SP from the sea lamprey and the shark SP-related peptide (AKFDKFYGLM-NH2) is identical to dogfish scyliorhinin I [2].
Scyliorhinin-I amide (SCY-I) (selective for NK-1 and NK-2 receptors) or scyliorhinin-II amide (SCY-II) (selective for NK-3 receptors) were injected either spinally (i.t.; intrathecally) or supraspinally (i.c.v.; intracerebroventricularly) to mice [3].

Anatomical context of Scyliorhinin I

[Phe7]scyliorhinin I, [Phe(F)7]scyliorhinin I and [Phe(Cl)7]scyliorhinin I were as potent as scyliorhinin I at NK1 receptors in the guinea-pig ileum, while they showed 10-30 times lower affinity than scyliorhinin I for NK2 receptors [4].
Scyliorhinin I was poorly active as an agonist at NK3 receptors of the rat portal vein [4].
Scyliorhinin-I and -II induce reciprocal hindlimb scratching in mice: differentiation of spinal and supraspinal neurokinin receptors in vivo [3].
Scyliorhinin I behaved as a full agonist at tachykinin NK1 receptors of the guinea-pig ileum longitudinal muscle and at NK2 receptors of the rabbit pulmonary artery and hamster trachea [4].

Associations of Scyliorhinin I with other chemical compounds

One peptide was identical to scyliorhinin I, previously identified in dogfish intestine, and the second was the undecapeptide Lys-Pro-Arg-Pro-Gly-Gln-Phe-Phe-Gly-Leu-Met-CONH2 which is structurally similar to mammalian substance P [5].

Gene context of Scyliorhinin I

The dogfish intestinal, linear tachykinin scyliorhinin I (SCYI) and cyclic tachykinin scyliorhinin II (SCYII) bound with differential selectivity to mammalian tachykinin, membrane receptor sites [6].
Neuropeptide K, scyliorhinin I and II: new tools in the tachykinin receptor field [7].
Synthesis and biological activity in the GPI test of scyliorhinin I and its Val7 and Ile7 analogs [8].

Analytical, diagnostic and therapeutic context of Scyliorhinin I

The dogfish tachykinin peptide scyliorhinin I and a number of its analogues substituted in position 7 were tested in bioassays for tachykinin NK1, NK2 and NK3 receptors [4].

References

Membrane-Induced Structure of Scyliorhinin I: A Dual NK1/NK2 Agonist. Dike, A., Cowsik, S.M. Biophys. J. (2005) [Pubmed]
Tachykinins with unusual structural features from a urodele, the amphiuma, an elasmobranch, the hammerhead shark, and an agnathan, the river lamprey. Waugh, D., Bondareva, V., Rusakov, Y., Bjenning, C., Nielsen, P.F., Conlon, J.M. Peptides (1995) [Pubmed]
Scyliorhinin-I and -II induce reciprocal hindlimb scratching in mice: differentiation of spinal and supraspinal neurokinin receptors in vivo. Raffa, R.B., Martinez, R.P., Connelly, C.D. Neurosci. Lett. (1993) [Pubmed]
Effect of scyliorhinin I and synthetic scyliorhinin I derivatives at mammalian tachykinin NK1, NK2 and NK3 receptors. Patacchini, R., Quartara, L., Rolka, K., Zboinska, J., Kupryszewski, G., Maggi, C.A. Eur. J. Pharmacol. (1993) [Pubmed]
Primary structures and biological activities of substance-P-related peptides from the brain of the dogfish, Scyliorhinus canicula. Waugh, D., Wang, Y., Hazon, N., Balment, R.J., Conlon, J.M. Eur. J. Biochem. (1993) [Pubmed]
The dogfish peptides scyliorhinin I and scyliorhinin II bind with differential selectivity to mammalian tachykinin receptors. Buck, S.H., Krstenansky, J.L. Eur. J. Pharmacol. (1987) [Pubmed]
Neuropeptide K, scyliorhinin I and II: new tools in the tachykinin receptor field. Beaujouan, J.C., Saffroy, M., Petitet, F., Torrens, Y., Glowinski, J. Eur. J. Pharmacol. (1988) [Pubmed]
Synthesis and biological activity in the GPI test of scyliorhinin I and its Val7 and Ile7 analogs. Rolka, K., Kupryszewski, G., Janas, P., Myszor, J., Herman, Z.S. Polish journal of pharmacology and pharmacy. (1992) [Pubmed]

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