An antenna-sensitised 1-acyl-7-nitroindoline that has good solubility properties in the presence of calcium ions and is suitable for use as a caged L-glutamate in neuroscience.
A new version of a benzophenone antenna-sensitised photolabile derivative of l-glutamate, which has a dicarboxylic acid substituent on the benzophenone to promote water solubility, has been synthesised. It does not show problems of precipitation in the presence of calcium ions that were encountered with related compounds in which one or two phosphate groups were present as water-solubilising substituents but retains the enhanced photolytic efficiency that results from the benzophenone antenna. Photolysis of the compound proceeds with stoichiometric release of l-glutamate and pharmacological evaluations have shown that the compound itself has no evidence of agonist or antagonist activity in its unphotolysed form.
Papageorgiou
George
G
MRC National Institute for Medical Research, The Ridgeway, Mill Hill, London, UKNW7 1AA.
Ogden
David
D
Corrie
John E T
JE
D000818:Animals; D002118:Calcium / Q000737:chemistry*; D002478:Cells, Cultured; D004594:Electrophysiology; D018698:Glutamic Acid / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D007477:Ions / Q000737:chemistry; D015394:Molecular Structure; D009488:Neurosciences / Q000379:methods*; D009574:Nitro Compounds / Q000737:chemistry*; D018408:Patch-Clamp Techniques; D010777:Photochemistry; D051381:Rats; D017207:Rats, Sprague-Dawley; D012680:Sensitivity and Specificity; D012995:Solubility; D013055:Spectrophotometry, Infrared
C507697:1-acyl-7-nitroindoline; D007211:Indoles; D007477:Ions; D009574:Nitro Compounds; D018698:Glutamic Acid; D002118:Calcium