New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study.
Molecules
; 25(11)2020 Jun 01.
Article
em En
| MEDLINE
| ID: mdl-32492956
ABSTRACT
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 ß-amino acid incorporated into the peptidomimetic.
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Base de dados:
MEDLINE
Assunto principal:
Ácidos Carboxílicos
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Endorfinas
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Peptidomiméticos
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Técnicas de Química Sintética
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Analgésicos
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article