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Bioorg Khim ; 21(4): 275-81, 1995 Apr.
Artículo en Ruso | MEDLINE | ID: mdl-7786318

RESUMEN

A cyclic analog of enkephalin, cyclo(Lys-Tyr-DMet-Gly-Phe-Pro-) and two corresponding linear hexapeptides with lysine residue on the N- and C-termini of the pentapeptide sequence, Lys-Tyr-DMet-Gly-Phe-Pro and Tyr-DMet-Gly-Phe-Pro-Lys were synthesized by classical and solid phase methods of peptide chemistry. The cyclic analog exhibited significantly prolonged analgesic effect, evaluated by the "tail pinch" method after intracysternal injection to mice. The cycloanalog also had a weak influence on the peripheral opiate receptors of the isolated segment of guinea pig iliac intestine. Addition of the lysine residue to the N-terminus of the pentapeptide sequence enhanced by an order of magnitude the selectivity of binding of the analog with opiate receptors of mu-type.


Asunto(s)
Analgésicos/síntesis química , Encefalinas/síntesis química , Péptidos Cíclicos/síntesis química , Secuencia de Aminoácidos , Analgésicos/farmacología , Animales , Dicroismo Circular , Preparaciones de Acción Retardada , Encefalinas/farmacología , Cobayas , Íleon/efectos de los fármacos , Íleon/metabolismo , Técnicas In Vitro , Ratones , Datos de Secuencia Molecular , Péptidos Cíclicos/farmacología , Receptores Opioides/efectos de los fármacos
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