Synthesis and properties of novel porphyrin spin probes containing isoindoline nitroxides
Yan, Guo-Ping, Bischa, Daniel J., & Bottle, Steven E. (2007) Synthesis and properties of novel porphyrin spin probes containing isoindoline nitroxides. Free Radical Biology and Medicine, 43(1), pp. 111-116.
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Abstract
We report the synthesis of novel spin-labeled porphyrins containing isoindoline nitroxides (TMIO-APTPP and TMIO-APTSPP) and their manganese complexes (Mn-TMIO-APTPP and Mn-TMIO-APTSPP). These compounds represent potential new tools for electron paramagnetic resonance (EPR) as well as novel spin probes. Both TMIO-APTPP and TMIO-APTSPP have characteristic UV absorption peaks of free base porphyrin, while the characteristic absorption peaks of their manganese complexes Mn-TMIO-APTPP and Mn-TMIO-APTSPP shifted to shorter wavelengths. Electron paramagnetic resonance (EPR) spectroscopy indicated that these compounds all exhibit hyperfine splittings characteristic of EPR spectra of tetramethylisoindoline nitroxides, the typical nitroxide g values of approximately 2.006, and nitrogen isotropic hyperfine coupling constants (aN values) of about 14 G (293 K). The observed linewidths (La) for TMIO-APTSPP (0.73 G) and Mn-TMIO-APTSPP (0.65 G) in distilled water are significantly narrower than for TMIO-APTPP (1.475 G) and Mn-TMIO-APTPP (1.55 G) in chloroform.
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| ID Code: | 14862 |
|---|---|
| Item Type: | Journal Article |
| Keywords: | Electron paramagnetic resonance (EPR), Porphyrin, Nitroxide, Isoindoline, Spin probe |
| DOI: | 10.1016/j.freeradbiomed.2007.03.032 |
| ISSN: | 1873-4596 |
| Subjects: | Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Physical Organic Chemistry (030505) Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > ORGANIC CHEMISTRY (030500) > Organic Chemical Synthesis (030503) |
| Divisions: | Past > QUT Faculties & Divisions > Faculty of Science and Technology |
| Copyright Owner: | Copyright 2007 Elsevier |
| Copyright Statement: | Reproduced in accordance with the copyright policy of the publisher. |
| Deposited On: | 15 Sep 2008 |
| Last Modified: | 29 Feb 2012 23:37 |
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