Facile reduction in the synthesis of phosphorylcholine affinity columns
Date of Original Version
Reduction of p-nitrophenylphosphorylcholine to the amine utilizing ammonium formate and 10% Pd/C in methanol, followed by in situ generation of the diazonium salt resulted in the synthesis of p-diazophenylphosphorylcholine. This reaction was simpler than the usual approach utilizing hydrogen gas for the reduction to p-aminophenylphosphorylcholine. The diazonium salt then successfully reacted with the amino acid tyrosine, which had been previously attached to an agarose bead. Alternatively the diazonium salt was coupled to BSA and the resulting conjugate used to coat ELISA plates. Selective PC-binding antibodies recognized the antigen, and bound specifically to both the column and plates.
Publication Title, e.g., Journal
Martin, Lenore M.. "Facile reduction in the synthesis of phosphorylcholine affinity columns." Tetrahedron Letters 37, 44 (1996): 7921-7924. doi: 10.1016/0040-4039(96)01797-2.