Albers Christian, Lehr Matthias, Beike Justus, Köhler Helga, Brinkmann Bernd
Institute of Pharmaceutical and Medicinal Chemistry, University of Münster, Germany.
J Pharm Pharmacol. 2002 Sep;54(9):1265-70. doi: 10.1211/002235702320402116.
Derivatives of psilocin with omega-functionalized alkyl spacers in position 1 of the indole ring were synthesized as haptens for use in a radioimmunoassay. Whereas the psilocin analogues with a 3-aminopropyl and a 4-aminobutyl moiety at the indole nitrogen decomposed during synthesis, the analogous 3-carboxypropyl psilocin derivative proved to be stable. This compound was coupled to bovine serum albumin (BSA) using the N-hydroxysuccinimide ester-mediated conjugation. The protein-hapten conjugate was characterized by matrix-assisted laser desorption ionization mass spectrometry. The mass spectrometry data indicated an average incorporation ratio of 4-5 molecules of psilocin hapten per molecule of BSA.
