Preparation of ethylenediaminephosphoramidates of nucleotides and derivatization with fluorescein isothiocyanate

Journal of Chromatography
A N al-DeenR W Giese

Abstract

Fluorescence post-labeling of nucleotides is a potentially useful technique for the detection of trace amounts of damaged DNA (DNA adducts). Towards this goal, we have studied a derivatization procedure starting with the four major 5'-deoxynucleotides as model compounds. The 5'-phosphate group was first labeled with ethylenediamine via a phosphorimidazolide intermediate in methanol with an organic-soluble carbodiimide. The resulting ethylenediaminephosphoramidate products were reacted in turn with fluorescein isothiocyanate. The reaction sequence has been characterised at all stages by high-performance liquid chromatography.

Citations

Jul 4, 1998·Journal of Chromatography. a·J X YanK L Williams
Nov 25, 2003·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Yukihiro EsakaMasashi Goto
Dec 20, 2002·Angewandte Chemie·Oliver Johannes SchmitzManfred Wiessler

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