title: Preparation of ethylenediaminephosphoramidates of nucleotides and derivatization with fluorescein isothiocyanate.
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.
authors.affiliation: Department of Biochemistry, Alexandria University, Egypt.
authors.forename: A N
authors.initials: AN
authors.lastname: al-Deen
authors.forename: D C
authors.initials: DC
authors.lastname: Cecchini
authors.forename: S
authors.initials: S
authors.lastname: Abdel-Baky
authors.forename: N M
authors.initials: NM
authors.lastname: Moneam
authors.forename: R W
authors.initials: RW
authors.lastname: Giese
mesh_terms: D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000032:analysis / Q000302:isolation & purification; D004249:DNA Damage; D005029:Ethylenediamines / Q000032:analysis / Q000737:chemistry; D016650:Fluorescein-5-isothiocyanate; D005452:Fluoresceins; D007202:Indicators and Reagents; D009711:Nucleotides / Q000138:chemical synthesis*; D009943:Organophosphorus Compounds / Q000032:analysis / Q000737:chemistry; D013861:Thiocyanates
chemical_list: D005029:Ethylenediamines; D005452:Fluoresceins; D007202:Indicators and Reagents; D009711:Nucleotides; D009943:Organophosphorus Compounds; D013861:Thiocyanates; D004247:DNA; D016650:Fluorescein-5-isothiocyanate