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The synthesis of G--(CH)--G trimethylene DNA interstrand cross-links (ICLs) in a 5'-CG-3' and 5'-GC-3' sequence from oligodeoxynucleotides containing -(3-aminopropyl)-2'-deoxyguanosine and 2-fluoro--(trimethylsilylethyl)inosine is presented. Automated solid-phase DNA synthesis was used for unmodified bases and modified nucleotides were incorporated via their corresponding phosphoramidite reagent by a manual coupling protocol. The preparation of the phosphoramidite reagents for incorporation of -(3-aminopropyl)-2'-deoxyguanosine is reported. The high-purity trimethylene DNA interstrand cross-link product is obtained through a nucleophilic aromatic substitution reaction between the -(3-aminopropyl)-2'-deoxyguanosine and 2-fluoro--(trimethylsilylethyl)inosine containing oligodeoxynucleotides.