RT Journal Article
T1 New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study
A1 González Soengas, Raquel María
A1 Lorca Carvajal, Marcos Antonio
A1 Pampín Casal, María Begoña
A1 Sánchez Pedregal, Víctor Manuel
A1 Estévez Cabanas, Ramón José
A1 Estévez Cabanas, Juan Carlos
K1 Morphiceptin
K1 Alicyclic β-amino acids
K1 Peptidomimetics
K1 Nitro sugars
K1 Analgesic
AB We 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 peptidomimetic
PB MDPI
YR 2020
FD 2020
LK http://hdl.handle.net/10347/23525
UL http://hdl.handle.net/10347/23525
LA eng
NO Soengas, 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, 2574
NO This work has received financial support from the Spanish Ministry of Science and Innovation (CTQ2009-08490), the Xunta de Galicia (Centro Singular de Investigación de Galicia, Centro singular de investigación de Galicia accreditation 2019-2022, ED431G 2019/03; Project CN2011/037, project ED431C 2018/04 and Project GRC2014/040), the Principado de Asturias (FICYT IDI/2018/000181) and the European Union (European Regional Development Fund-ERDF). Partial financial support by Arcelor Mittal (R&D-Principado de Asturias; FUO-286-18). Conicyt research fellowship to ML (PFCHA/Doctorado Nacional/2018-21180427)
DS Minerva
RD 4 may 2026