CaltechAUTHORS
  A Caltech Library Service

Synthesis and Characterization of Ruthenium and Rhenium Nucleosides

Wang, Peijiao and Miller, Jeremiah E. and Henling, Lawrence M. and Stern, Charlotte L. and Frank, Natia L. and Eckermann, Amanda L. and Meade, Thomas J. (2007) Synthesis and Characterization of Ruthenium and Rhenium Nucleosides. Inorganic Chemistry, 46 (23). pp. 9853-9862. ISSN 0020-1669. https://resolver.caltech.edu/CaltechAUTHORS:20170808-082540483

[img] PDF (Crystal data and molecular structure of 2; IR spectrum for 9; and mass spectrum of refluxing ligand 4 in ethanol) - Supplemental Material
See Usage Policy.

98Kb
[img] Crystallographic Info File (CIF) - Supplemental Material
See Usage Policy.

30Kb
[img] Crystallographic Info File (CIF) - Supplemental Material
See Usage Policy.

28Kb
[img] Crystallographic Info File (CIF) - Supplemental Material
See Usage Policy.

26Kb
[img] Crystallographic Info File (CIF) - Supplemental Material
See Usage Policy.

19Kb

Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20170808-082540483

Abstract

We report the synthesis and characterization of new ruthenium and rhenium nucleosides [Ru(tolyl-acac)_2(IMPy)-T] (tolyl-acac = di(p-methylbenzonatemethane), IMPy = 2‘-iminomethylpyridine, T = thymidine) (5) and [Re(CO)_3(IMPy)-T]Cl (9), respectively. Structural analysis of 9 shows that the incorporation of this metal complex causes minimal perturbation to the sugar backbone and the nucleobase. Eletrochemical (5, E_(1/2) = 0.265 V vs NHE; 9, E_(1/2) = 1.67 V vs NHE), absorption (5, λ_(max) = 600, 486 nm; 9, λ_(max) = 388 nm), and emission (9, λ_(max) = 770 nm, π = 17 ns) data indicate that 5 and 9 are suitable probes for DNA-mediated ground-state electron-transfer studies. The separation and characterization of diastereoisomers of 5 and bipyridyl-based ruthenium nucleoside [Ru(bpy)_2(IMPy)-T]^(2+) (7) are reported.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/ic701250rDOIArticle
http://pubs.acs.org/doi/abs/10.1021/ic701250rPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ic701250rPublisherSupporting Information
Additional Information:© 2007 American Chemical Society. Received June 25, 2007. Publication Date (Web): October 19, 2007. We thank Dr. Deanna D'Alessandro at University of Sydney for helpful discussions and Dr. Danielle Gray for X-ray data collection and solving the crystal structure of 2. We acknowledge the use of instruments in the Keck Biophysics Facility and financial support from the Nanoscale Science and Engineering Initiative of the National Science Foundation under the NSF Award Number EEC-0647560. We gratefully acknowledge support from the Center for Cancer Nanotechnology Excellence (CCNE) initiative of the National Institutes of Health's National Cancer Institute under Award U54CA119341.
Funders:
Funding AgencyGrant Number
NSFEEC-0647560
NIHU54CA119341
Issue or Number:23
Record Number:CaltechAUTHORS:20170808-082540483
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170808-082540483
Official Citation:Synthesis and Characterization of Ruthenium and Rhenium Nucleosides Peijiao Wang, Jeremiah E. Miller, Lawrence M. Henling, Charlotte L. Stern, Natia L. Frank, Amanda L. Eckermann, and Thomas J. Meade Inorganic Chemistry 2007 46 (23), 9853-9862 DOI: 10.1021/ic701250r
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:79908
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:09 Aug 2017 20:38
Last Modified:03 Oct 2019 18:25

Repository Staff Only: item control page