Synthesis and biology of the rigidified glutamate analogue, trans-2-carboxyazetidine-3-acetic acid (t-CAA)

Alan P. Kozikowski, Yi Liao, Werner Tückmantel, Shaomeng Wang, Sergey Pshenichkin, Alexander Surin, Christian Thomsen, Jarda T. Wroblewski

Research output: Contribution to journalArticlepeer-review

Abstract

Chemical approaches to the (-)- and (+)-trans-2-carboxyazetidine-3-acetic acids (-)-1 and (+)-1, and their homologues (-)-2 and (+)-2, compounds that represent rigidified analogues of glutamate (glu), are reported together with the complete biological characterization of (+)-1 (t-CAA) at the known glu recognition sites. t-CAA was found to be an inhibitor of Na+-dependent glu uptake and to act as a kainate receptor ligand.

Original languageEnglish (US)
Pages (from-to)2559-2564
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume6
Issue number21
DOIs
StatePublished - Nov 5 1996
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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