- Synthesis and preliminary pharmacological evaluation of the four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine, the first class of 3'-substituted trans C1'-2'-2-(2'-phosphonocyclopropyl)glycines.
Synthesis and preliminary pharmacological evaluation of the four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine, the first class of 3'-substituted trans C1'-2'-2-(2'-phosphonocyclopropyl)glycines.
Bioorganic & medicinal chemistry (2007-03-14)
Maura Marinozzi, Michaela Serpi, Laura Amori, Monica Gavilan Diaz, Gabriele Costantino, Udo Meyer, Peter J Flor, Fabrizio Gasparini, Roland Heckendorn, Rainer Kuhn, Gianluca Giorgi, Mette Brunsgaard Hermit, Christian Thomsen, Roberto Pellicciari
PMID17350267
ABSTRACT
Four stereoisomers of (2S)-2-(2'-phosphono-3'-phenylcyclopropyl)glycine were synthesized by a stereocontrolled synthetic procedure and evaluated as mGluRs ligands. The (2S,1'R,2'S,3'R)-isomer (PPCG-2) showed to be a group III mGluRs selective ligand endowed with a moderate potency as mGluR4/mGluR6 agonist.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
L-(+)-2-Amino-4-phosphonobutyric acid, optical purity optical purity: ≥95% (HPLC, Marfey′s reagent)
Supelco
L-Glutamic acid, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Sigma-Aldrich
L-Glutamic acid, from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-100.5%