DNA oligomers and duplexes containing a covalently attached derivative of tris(2,2'-bipyridine)ruthenium(II): synthesis and characterization by thermodynamic and optical spectroscopic measurements

Oligonucleotides having the base sequence 5'-GCA(C super(*))TCAG-3' and 5'-GCAC(T super(*))CAG-3' were synthesized where C super(*) and T super(*) equal, respectively, a chemically modified cytidine or thymidine base containing a linker arm terminating in a primary amine. The pri...

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Published in:Journal of the American Chemical Society 1989-08, Vol.111 (18), p.7221-7226
Main Authors: Telser, Joshua, Cruickshank, Kenneth A, Schanze, Kirk S, Netzel, Thomas L
Format: Article
Language:English
Subjects:
Carbohydrates. Nucleosides and nucleotides
Chemistry
Exact sciences and technology
Nucleosides, nucleotides and oligonucleotides
Organic chemistry
Preparations and properties
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container_end_page 7226
container_issue 18
container_start_page 7221
container_title Journal of the American Chemical Society
container_volume 111
creator Telser, Joshua
Cruickshank, Kenneth A
Schanze, Kirk S
Netzel, Thomas L
description Oligonucleotides having the base sequence 5'-GCA(C super(*))TCAG-3' and 5'-GCAC(T super(*))CAG-3' were synthesized where C super(*) and T super(*) equal, respectively, a chemically modified cytidine or thymidine base containing a linker arm terminating in a primary amine. The primary amine of these modified oligomers reacted specifically with the N-hydroxysuccinimide ester of 4-carboxy-4'-methyl-2,2'-bipyridine to form bipyridine-labeled oligomers, and these oligomers reacted with Ru(bpy) sub(2)(H sub(2)O) sub(2) super(2+) to give oligonucleotides with covalently attached derivatives of Ru(bpy) sub(3) super(2+). Oligonucleotides with nonspecifically bound Ru(bpy) sub(2)(H sub(2)O) sub(x) super(2+), where x = 0 or 1, were also formed, but were chromatographically separated from the former product.
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Nucleosides and nucleotides</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Nucleosides, nucleotides and oligonucleotides</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Telser, Joshua</creatorcontrib><creatorcontrib>Cruickshank, Kenneth A</creatorcontrib><creatorcontrib>Schanze, Kirk S</creatorcontrib><creatorcontrib>Netzel, Thomas L</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Telser, Joshua</au><au>Cruickshank, Kenneth A</au><au>Schanze, Kirk S</au><au>Netzel, Thomas L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>DNA oligomers and duplexes containing a covalently attached derivative of tris(2,2'-bipyridine)ruthenium(II): synthesis and characterization by thermodynamic and optical spectroscopic measurements</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>1989-08</date><risdate>1989</risdate><volume>111</volume><issue>18</issue><spage>7221</spage><epage>7226</epage><pages>7221-7226</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>Oligonucleotides having the base sequence 5'-GCA(C super(*))TCAG-3' and 5'-GCAC(T super(*))CAG-3' were synthesized where C super(*) and T super(*) equal, respectively, a chemically modified cytidine or thymidine base containing a linker arm terminating in a primary amine. The primary amine of these modified oligomers reacted specifically with the N-hydroxysuccinimide ester of 4-carboxy-4'-methyl-2,2'-bipyridine to form bipyridine-labeled oligomers, and these oligomers reacted with Ru(bpy) sub(2)(H sub(2)O) sub(2) super(2+) to give oligonucleotides with covalently attached derivatives of Ru(bpy) sub(3) super(2+). Oligonucleotides with nonspecifically bound Ru(bpy) sub(2)(H sub(2)O) sub(x) super(2+), where x = 0 or 1, were also formed, but were chromatographically separated from the former product.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ja00200a049</doi><tpages>6</tpages></addata></record>
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subjects Carbohydrates. Nucleosides and nucleotides
Chemistry
Exact sciences and technology
Nucleosides, nucleotides and oligonucleotides
Organic chemistry
Preparations and properties
title DNA oligomers and duplexes containing a covalently attached derivative of tris(2,2'-bipyridine)ruthenium(II): synthesis and characterization by thermodynamic and optical spectroscopic measurements
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