Synthesis of four diastereomeric L-2-(carboxycyclopropyl) glycines. Conformationally constrained L-glutamate analogs

K Shimamoto, M Ishida, H Shinozaki…

Index: Shimamoto, Keiko; Ishida, Michiko; Shinozaki, Haruhikio; Ohfune, Yasufumi Journal of Organic Chemistry, 1991 , vol. 56, # 13 p. 4167 - 4176

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Citation Number: 178

Abstract

To determine what conformations of L-glutamate (LG~ u) activate that compound's different receptors in the mammalian central nervous system, four diastereomeric L-2- (carboxycyclopropyl) glycines, 1-4, which are conformationally conetrainsd aualogues of the extended and folded conformers of LGlu, were synthesized and subjected to neutrophysiological amy. Compounds 1-4 were efficiently synthesized from chiral amino ...