Synthesis and Binding Properties of Oligonucleotides Covalently Linked to an Acridine Derivative: New Study of the Influence of the Dye Attachment Site

1 January 1996

journal article
research article
Published by American Chemical Society (ACS) in Bioconjugate Chemistry

Vol. 7 (3) , 369-379
https://doi.org/10.1021/bc960024o

Abstract

2-Methoxy-6-chloro-9-aminoacridine has been coupled via a polymethylene linker to various positions of an oligonucleotide chain: the 3‘-position, using a new universal support, the 5‘-position, and both 5‘- and 3‘-positions via a phosphate. The intercalating agent was also linked to the oligonucleotide chain via an internucleotide phosphorothiolate. The mixture of diastereoisomers was obtained as well as each pure R_p and S_p isomer. Finally, the acridine moiety was introduced to the 5-position of the deoxyuridine. The binding properties of these oligonucleotide−acridine conjugates with their DNA counterparts have been studied by absorption spectroscopy.

Keywords

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