González Soengas, Raquel MaríaLorca Carvajal, Marcos AntonioPampín Casal, María BegoñaSánchez Pedregal, Víctor ManuelEstévez Cabanas, Ramón JoséEstévez Cabanas, Juan Carlos2020-11-022020-11-022020Soengas, R.; Lorca, M.; Pampín, B.; Sánchez-Pedregal, V.M.; Estévez, R.J.; Estévez, J.C. New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study. Molecules 2020, 25, 2574http://hdl.handle.net/10347/23525We present the synthesis and structural study of a new peptidomimetic of morphiceptin, which can formally be considered as the result of the replacement of the central proline residue of this natural analgesic drug with a subunit of (1S,2R,3S,4S,5R)-2-amino-3,4,5-trihydroxycyclopentane-1-carboxylic acid, previously obtained from L-idose. An optimized synthesis of this trihydroxylated cispentacin derivative is also reported. Molecular docking calculations on the target receptor support a favorable role of the hydroxy substituents of the non-natural β-amino acid incorporated into the peptidomimeticeng© 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)Atribución 4.0 Internacionalhttp://creativecommons.org/licenses/by/4.0/MorphiceptinAlicyclic β-amino acidsPeptidomimeticsNitro sugarsAnalgesicNew Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Studyjournal article10.3390/molecules251125741420-3049open access