Title of article
Design of novel conformationally restricted analogues of glutamic acid
Author/Authors
Paola Conti، نويسنده , , Marco De Amici، نويسنده , , Gabriella Roda، نويسنده , , Giulio Vistoli، نويسنده , , Tine Bryan Stensb?l، نويسنده , , Hans Br?uner-Osborne، نويسنده , , Ulf Madsen، نويسنده , , Lucio Toma، نويسنده , , Carlo De Micheli، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
10
From page
1443
To page
1452
Abstract
Stereomeric 3-carboxy-Δ2-isoxazoline–cyclopentane amino acids, which represent restricted conformations of glutamic acid, have been prepared through a strategy based on the 1,3-dipolar cycloaddition of ethoxycarbonylformonitrile oxide to a suitably protected 1-amino-cyclopent-2-enecarboxylic acid. These amino acids, assayed at iGluRs and mGluRs, proved to be inactive. The biological data have been accounted for through the comparison of their conformational profile with that of a 3-carboxy-Δ2-isoxazolinyl proline (CIP-A) and (±)-1-aminocyclopentane-1,3-dicarboxylic acid.
Keywords
1 , 3-dipolar cycloaddition , bicyclic amino acids , glutamic acid analogues , ionotropic glutamate receptors , metabotropic glutamate receptors
Journal title
Tetrahedron
Serial Year
2003
Journal title
Tetrahedron
Record number
1087557
Link To Document