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Synthesis and DNA binding studies of a new asymmetric cyanine dye binding in the minor groove of [poly(dA-dT)]2.

Abstract：

:A new asymmetric cyanine dye has been synthesised and its interaction with different DNA has been investigated. In this dye, BEBO, the structure of the known intercalating cyanine dye BO has been extended with a benzothiazole substituent. The resulting crescent-shape of the molecule is similar to that of the well-known minor groove binder Hoechst 33258. Indeed, comparative studies of BO illustrate a considerable change in binding mode induced by this structural modification. Linear and circular dichroism studies indicate that BEBO binds in the minor groove to [poly (dA-dT)](2), but that the binding to calf thymus DNA is heterogeneous, although still with a significant contribution of minor groove binding. Similar to other DNA binding asymmetric cyanine dyes, BEBO has a large increase in fluorescence intensity upon binding and a relatively large quantum yield when bound. The minor groove binding of BEBO to [poly (dA-dT)](2) affords roughly a 180-fold increase in intensity, which is larger than to that of the commonly used minor groove binding probes DAPI and Hoechst 33258.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Karlsson HJ,Lincoln P,Westman G

doi

10.1016/s0968-0896(02)00463-7

subject

Has Abstract

pub_date

2003-03-20 00:00:00

pages

1035-40

issue

6

eissn

0968-0896

issn

1464-3391

pii

S0968089602004637

journal_volume

11

pub_type

杂志文章

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