Synthesis and metabotropic glutamate receptor activity of a 2-aminobicyclo[3.2.0]heptane-2,5-dicarboxylic acid, a molecule possessing an extended glutamate conformation

Bioorg Med Chem Lett. 1998 Apr 21;8(8):925-30. doi: 10.1016/s0960-894x(98)00146-2.

Abstract

A photochemical approach to the synthesis of the aminobicycloheptane 6a is reported. This compound assumes an extended glutamate conformation, and for this reason was created to further probe the structural features relevant to achieving selectivity for the subtypes of the metabotropic glutamate family of receptors.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / chemistry
  • Bridged Bicyclo Compounds / pharmacology
  • CHO Cells
  • Cricetinae
  • Cyclic AMP / metabolism
  • Dicarboxylic Acids / chemical synthesis*
  • Dicarboxylic Acids / chemistry
  • Dicarboxylic Acids / pharmacology
  • Excitatory Amino Acid Agonists / chemical synthesis*
  • Excitatory Amino Acid Agonists / chemistry
  • Excitatory Amino Acid Agonists / pharmacology
  • Glutamic Acid / chemistry*
  • Indicators and Reagents
  • Models, Molecular
  • Molecular Conformation
  • Phosphatidylinositols / metabolism
  • Photochemistry
  • Receptors, Metabotropic Glutamate / agonists*
  • Receptors, Metabotropic Glutamate / chemistry*
  • Recombinant Proteins / metabolism
  • Structure-Activity Relationship
  • Transfection

Substances

  • Bridged Bicyclo Compounds
  • Dicarboxylic Acids
  • Excitatory Amino Acid Agonists
  • Indicators and Reagents
  • Phosphatidylinositols
  • Receptors, Metabotropic Glutamate
  • Recombinant Proteins
  • Glutamic Acid
  • Cyclic AMP