Efficient Synthetic Approach to Linear Dasatinib-DNA Conjugates by Click Chemistry

Nan Sheng Li, Nathan P. Gossai, Jordan A. Naumann, Peter M. Gordon, Joseph A. Piccirilli

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A pair of synthetic approaches to linear dasatinib-DNA conjugates via click chemistry are described. The first approach involves the reaction of excess azido dasatinib derivative with 5′-(5-hexynyl)-tagged DNAs, and the second involves the reaction of excess alkynyl-linked dasatinib with 5′-azido-tagged DNA. The second approach using alkynyl-derived dasatinib and 5′-azido-tagged DNA yielded the corresponding dasatinib-DNA conjugates in higher yield (47% versus 10-33% for the first approach). Studies have shown these linear dasatinib-DNA conjugates-derived gold nanoparticles exhibit efficacy against leukemia cancer cells with reduced toxicity toward normal cells compared to that of free dasatinib.

Original languageEnglish (US)
Pages (from-to)2575-2579
Number of pages5
JournalBioconjugate Chemistry
Volume27
Issue number10
DOIs
StatePublished - Oct 19 2016

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