An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.

Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct / Roberta, Galeazzi; Gianluca, Martelli; Eleonora, Marcucci; Mario, Orena; Samuele, Rinaldi; Lattanzi, Roberta; Negri, Lucia. - In: AMINO ACIDS. - ISSN 0939-4451. - STAMPA. - 38:4(2010), pp. 1057-1065. [10.1007/s00726-009-0314-z]

Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct

LATTANZI, Roberta;NEGRI, Lucia
2010

Abstract

An efficient route was developed for the synthesis of the Fmoc-protected dipeptide 4, isostere of Gly-Gly containing an alpha-methylene beta-amino acid; the conformationally restricted analogues of Leu-enkephalin, 3a, and Met-enkephalin, 3b, respectively, were prepared by changing 4 for Gly(2)-Gly(3) in the native compounds 3a and 3b whose biological activities were significantly lower than the parent compounds.
2010
conformational restriction; dipeptide; baylis-hillman; isostere; activity
01 Pubblicazione su rivista::01a Articolo in rivista
Analogues of both Leu- and Met-enkephalin containing a constrained dipeptide isostere prepared from a Baylis-Hillman adduct / Roberta, Galeazzi; Gianluca, Martelli; Eleonora, Marcucci; Mario, Orena; Samuele, Rinaldi; Lattanzi, Roberta; Negri, Lucia. - In: AMINO ACIDS. - ISSN 0939-4451. - STAMPA. - 38:4(2010), pp. 1057-1065. [10.1007/s00726-009-0314-z]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/229486
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