New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study
Keyword(s):
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.
2017 ◽
Vol 19
(46)
◽
pp. 31345-31351
◽
Keyword(s):
2019 ◽
Vol 15
(4)
◽
pp. 334-366
Keyword(s):
1971 ◽
Vol 107
(1)
◽
pp. 16-20
◽
2019 ◽
Vol 20
(7)
◽
pp. 1596
◽
Keyword(s):
1953 ◽
Vol 39
(10)
◽
pp. 1013-1019
◽
Keyword(s):
Keyword(s):
Keyword(s):