[The structure of products of modification of nucleotides and DNA by ethyleneimine and thio-TEPA].
Previously undescribed products of dGMP, GMP, AMP, dCMP and TMP aminoethylation by ethylenimine and N,N',N"-triethylenethiophosphoamide (thio-TEPA) have been obtained and shown to be aminoethyl esters of nucleotides with the free or substituted amino group. In case of dGMP and GMP ethylenimine and tio-TEPA alkylate not only phosphate but also the base residue at the N7 position. The 7-aminoethyl derivatives of dGMP and GMP, which thio-TEPA afforded, were characterized whereas the corresponding ethylenimine derivatives are decomposed under alkaline conditions in the course of the isolation. Possible reasons of extreme instability of these compounds are given. For the first time the ability of thio-TEPA to alkylate DNA at position 7 of guanine residue is shown by means of the luninescence method.
D000478:Alkylation; D001388:Aziridines / Q000494:pharmacology*; D001389:Azirines / Q000494:pharmacology*; D055598:Chemical Phenomena; D002621:Chemistry; D004247:DNA / Q000378:metabolism*; D066298:In Vitro Techniques; D009711:Nucleotides / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D013852:Thiotepa / Q000494:pharmacology*
D001388:Aziridines; D001389:Azirines; D009711:Nucleotides; C033132:aziridine; D004247:DNA; D013852:Thiotepa
Stroenie produktov modifikatsii nukleotidov i DNK étileniminom i tiotéfom.