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Liquid chromatography of aromatic amines with photochemical derivatization and tris(bipyridine)ruthenium(III) chemiluminescence detection

1998; Elsevier BV; Volume: 828; Issue: 1-2 Linguagem: Inglês

10.1016/s0021-9673(98)00833-4

1873-3778

Michael E Bolden, Neil D. Danielson,

Analytical chemistry methods development

We have shown by flow injection that tris(bipyridyl)ruthenium(III) [Ru(bpy)33+] chemiluminescence (CL) detection of some aromatic amines can be enhanced by on-line photochemical derivatization. Two of the aromatic amino acids, tryptophan, and tyrosine as well as the peptide phenylalanine-alanine and other primary aromatic amines such as l-dopa, phentermine, and tryptamine upon irradiation with UV light are found to give an increased CL signal on the order of 4–9 times that for nonirradiated compounds. For benzylamine, phenethylamine, and phenylalanine, the improved CL detectability upon photolysis is about 15–16 times better. Chemiluminescence detection limits of the photolyzed compounds are generally 2–20 pmol, significantly better than those by UV–Vis detection at 254 nm. GC–MS work has been done to identify the products of some of the photolysis reactions and explain the enhanced CL detectability. The fact that other aromatic amines without a one or two carbon spacer from the aromatic ring to the amine group such as aniline, m- and p-phenylenediamine, and N,N′-dimethylaniline did not show any CL signal improvement upon irradiation with UV light suggests that there is some selectivity in the reaction. CL detection of aromatic amino acids after on-line photochemical derivatization and HPLC has been shown.