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Uridine-Conjugated Ferrocene DNA Oligonucleotides: Unexpected Cyclization Reaction of the Uridine Base

Yu, C. J. and Yowanto, Handy and Wan, Yanjian and Meade, Thomas J. and Chong, Yoochul and Strong, Michael and Donilon, Leslee H. and Kayyem, Jon Faiz and Gozin, Michael and Blackburn, Gary F. (2000) Uridine-Conjugated Ferrocene DNA Oligonucleotides: Unexpected Cyclization Reaction of the Uridine Base. Journal of the American Chemical Society, 122 (28). pp. 6767-6768. ISSN 0002-7863. doi:10.1021/ja994241m.

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The study of energy and electron-transfer processes through DNA duplexes and the development of DNA hybridization probes and electrochemical sensors have resulted in the incorporation of numerous transition-metal complexes into DNA oliognucleotides. These include ruthenium, osmium, iron, rhodium, and copper complexes. Ferrocene (Fc) and its derivatives are attractive electrochemical probes because of their stability and convenient synthetic chemistry. Fc-containing DNA oligonucleotides have been prepared by attaching ferrocenyl moieties to the 5‘ termini through either solid-phase synthesis using phosphoramidites or by reacting suitable ferrocenyl derivatives with end-functionalized oligonucleotides.

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Additional Information:© 2000 American Chemical Society. Received 6 December 1999. Published online 29 June 2000. Published in print 1 July 2000. We thank Yitzahk Tor and Robert Umek for helpful discussions. We want to thank Joseph C. Kim at CMS for obtaining ^(31)P NMR spectra of III and IV.
Issue or Number:28
Record Number:CaltechAUTHORS:20170517-070820127
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Official Citation:Uridine-Conjugated Ferrocene DNA Oligonucleotides:  Unexpected Cyclization Reaction of the Uridine Base C. J. Yu, Handy Yowanto, Yanjian Wan, Thomas J. Meade, Yoochul Chong, Michael Strong, Leslee H. Donilon, Jon Faiz Kayyem, Michael Gozin, and Gary F. Blackburn Journal of the American Chemical Society 2000 122 (28), 6767-6768 DOI: 10.1021/ja994241m
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:77517
Deposited By: Ruth Sustaita
Deposited On:18 May 2017 19:04
Last Modified:15 Nov 2021 17:31

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