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

AP Kozikowski*, Y Liao, W Tuckmantel, SM Wang, S Pshenichkin, A Surin, C Thomsen, JT Wroblewski

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

26 Citations (Scopus)

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. Copyright (C) 1996 Elsevier Science Ltd

Original languageEnglish
Pages (from-to)2559-2564
Number of pages6
JournalBioorganic & Medicinal Chemistry Letters
Volume6
Issue number21
Publication statusPublished - 5-Nov-1996

Keywords

  • LONG-TERM POTENTIATION
  • MOLECULAR CHARACTERIZATION
  • SIGNAL TRANSDUCTION
  • RECEPTOR
  • SUBTYPES
  • MGLUR1
  • CELLS
  • SELECTIVITY
  • PLASTICITY
  • DEFICIT

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