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.
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.
Kozikowski
A P
AP
Drug Discovery Program, Georgetown University Medical Center, Washington, DC 20007-2197, USA.
Araldi
G L
GL
Flippen-Anderson
J
J
George
C
C
Pshenichkin
S
S
Surina
E
E
Wroblewski
J
J
D000818:Animals; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016466:CHO Cells; D006224:Cricetinae; D000242:Cyclic AMP / Q000378:metabolism; D003998:Dicarboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018690:Excitatory Amino Acid Agonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018698:Glutamic Acid / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D010716:Phosphatidylinositols / Q000378:metabolism; D010777:Photochemistry; D018094:Receptors, Metabotropic Glutamate / Q000819:agonists* / Q000737:chemistry*; D011994:Recombinant Proteins / Q000378:metabolism; D013329:Structure-Activity Relationship; D014162:Transfection
D001643:Bridged Bicyclo Compounds; D003998:Dicarboxylic Acids; D018690:Excitatory Amino Acid Agonists; D007202:Indicators and Reagents; D010716:Phosphatidylinositols; D018094:Receptors, Metabotropic Glutamate; D011994:Recombinant Proteins; D018698:Glutamic Acid; D000242:Cyclic AMP