SYNTHESIS AND CHEMILUMINESCENT PROPERTIES OF NOVEL BIOTINYLATED ACRIDINIUM ESTERS

Kalomoira Agiamarnioti,^a Theodoros Triantis,^a Kyriakos Papadopoulos,^a,*
and Dimitra Dimotikali^b

^a Institute of Physical Chemistry, NCSR "Demokritos", 15310 Ag. Paraskevi, Athens, Greece

^b Chemical Engineering Department, N.T.U. Athens, Iroon Politechniou 9, 15780 Athens, Greece

Abstract

Biotinylated acridinium ester, 9-(3-biotinyloxypropyl)-10-methylacridinium-9-carboxylate trifluoromethane sulphonate, 5 and its precursors, 9-(3-hydroxypropyl)-acridine-9-carboxylate 3 and 9-(3-biotinyloxypropyl)-acridine-9-carboxylate 4 were synthesized from acridine-9-carboxylic acid and were tested for their chemiluminescent properties. In contrast to aqueous solutions, in which the chemiluminescence is very low, in polar aprotic solvents such as N,N-dimethylformamide, it increases by a few orders of magnitude. The acridinium ester 5 as well as the precursors 3 and 4 could be detected down to few picomoles.

Key words: Chemiluminescence, acridinium salts, biotin