Carmelo Rizzo
Faculty Member
Last active: 1/7/2016

Synthesis of G-N2-(CH2)3-N2-G Trimethylene DNA Interstrand Cross-Links.

Gruppi F, Johnson Salyard TL, Rizzo CJ
Curr Protoc Nucleic Acid Chem. 2014 56: 5.14.1-15

PMID: 25606979 · DOI:10.1002/0471142700.nc0514s56

The synthesis of G-N(2)-(CH(2))(3)-N(2)-G trimethylene DNA interstrand cross-links (ICLs) in a 5'-CG-3' and 5'-GC-3' sequence from oligodeoxynucleotides containing N(2)-(3-aminopropyl)-2'-deoxyguanosine and 2-fluoro-O(6)-(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 N(2)-(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 N(2)-(3-aminopropyl)-2'-deoxyguanosine- and 2-fluoro-O(6)-(trimethylsilylethyl)inosine-containing oligodeoxynucleotides.

Copyright © 2014 John Wiley & Sons, Inc.

MeSH Terms (2)

Cross-Linking Reagents Oligodeoxyribonucleotides

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