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Synthesis of three no‐carrier‐added O 6 ‐4‐[ 125 I] iodobenzylguanosine derivatives, new reagents for the assay of O 6 ‐alkylguanine‐DNA alkyltransferase activity
Author(s) -
Mounetou Emmanuelle,
Cussac Catherine,
Mathieu Frédérique,
Maurizis JeanClaude,
Labarre Pierre,
Moreau MarieFrance,
Veyre Annie,
Madelmont JeanClaude
Publication year - 1995
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580361212
Subject(s) - chemistry , reagent , guanosine , deoxyguanosine , yield (engineering) , chemical synthesis , deoxyribonucleoside , iodide , dna , methyl iodide , derivative (finance) , sodium iodide , ribonucleoside , stereochemistry , combinatorial chemistry , guanine , chromatography , nucleotide , biochemistry , in vitro , medicinal chemistry , organic chemistry , rna , materials science , economics , financial economics , metallurgy , gene
O 6 ‐alkylguanine‐DNA alkyltransferase (AGT) is mainly responsible for tumour resistances observed in chemotherapeutic treatments by chloroethylnitrosoureas (CENUs). Measurement of AGT activity is thereby essential to predict the response of the patients to therapy with CENUs. In order to develop a sensitive and easy new assay for AGT, previously undescribed O 6 ‐4‐[ 125 I]iodobenzyl‐2′‐deoxyguanosine, O 6 ‐4‐ [ 125 I]iodobenzyl‐N‐acetylguanosine and O 6 ‐4‐[ 125 I] iodobenzylguanosine labelled with high specific activity were prepared. The most convenient synthetic route appeared to be a rapid and high yield iododestannylation of a tri‐n‐butylstannyl derivative with no‐carrieradded sodium [ 125 I] iodide. Final HPLC separation from the excess of precursor and unreacted [ 125 I] iodides afforded the radioiodinated guanosine derivatives in yields ranging from 70 to 77 %, chemical and radiochemical purities averaging 99%.