A novel ascorbic acid-resistant nitroxide in fat emulsion is an efficient brain imaging probe for in vivo EPR imaging of mouse

Free Radical Research

Volumn 45, Issue 11-12, 2011, Pages 1325-1332

  Emoto, Miho ^a   Mito, Fumiya ^b   Yamasaki, Toshihide ^b   Yamada, Ken Ichi ^b   Sato Akaba, Hideo ^c   Hirata, Hiroshi ^d   Fujii, Hirotada ^a  

^a SAPPORO MEDICAL UNIVERSITY   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

^c OSAKA UNIVERSITY   (Japan)

^d HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Ascorbic acid; EPR; Imaging; In vivo; Nitroxide; Oxidative stress; Redox status

Indexed keywords

ASCORBIC ACID; LIPID EMULSION; NITROXIDE; PHOSPHATIDYLCHOLINE;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; ELECTRON SPIN RESONANCE; IN VIVO STUDY; MALE; MOUSE; NONHUMAN; THREE DIMENSIONAL IMAGING; VISCOSITY;

ANIMALS; ASCORBIC ACID; BRAIN; CYCLIC N-OXIDES; ELECTRON SPIN RESONANCE SPECTROSCOPY; FAT EMULSIONS, INTRAVENOUS; HEAD; LECITHINS; MALE; MICE; MICE, INBRED ICR; PIPERIDINES; SOLUBILITY; SPIN LABELS;

ANIMALIA; MUS; RODENTIA;

EID: 80555127477     PISSN: 10715762     EISSN: 10292470     Source Type: Journal    
DOI: 10.3109/10715762.2011.618499     Document Type: Article

References (29)

1. Burr M, Koshland DE Jr. Use of "reporter groups" in structure-function studies of proteins. Proc Natl Acad Sci USA 1964;52:1017-1024.
2. Berliner LJ, ed. 1976. Spin labeling. NewYork: Academic Press.
3. Eaton GR, Eaton SS, Ohno K, eds. 1991 EPR imaging and in vivo EPR. Florida: CRC Press.
4. Hyodo F, Matsumoto K, Matsumoto A, Mitchell JB, Krishna MC. Probing the intracellular redox status of tumors with magnetic resonance imaging and redox-sensitive contrast agents. Cancer Res 2006;66:9921-9928. (Pubitemid 44672044)
5. Kulkarni AC, Bratasz A, Rivera A, Krishna MC, Kuppusamy P. Redox mapping of biological samples using EPR imaging. Israel J Chem 2008;47:27-31.
6. Hyodo F, Chuang KH, Goloshevsky AG, Sulima A, Griffi ths GL, Mitchell JB, et al. Brain redox imaging using blood-brain barrier-permeable nitroxide MRI contrast agent. J Cereb Blood Flow Metab 2008;28:1165-1174. (Pubitemid 351733355)
7. Yamato M, Shiba T, Yamada K, Watanabe T, Utsumi H. Noninvasive assessment of the brain redox status after transient middle cerebral artery occlusion using Overhauser-enhanced magnetic resonance imaging. J Cereb Blood Flow Metab 2009;29:1655-1664.
8. Fujii H, Sato-Akaba H, Kawanishi K, Hirata H. Mapping of redox status in a brain-disease mouse model by three-dimensional EPR imaging. Magn Reson Med 2011;65:295-303.
9. Bellin MF. MR contrast agents, the old and the new. Eur J Radiol 2006;60:314-323.
10. Marx L, Chiarelli R, Guiberteau T, Rassat A. A comparative study of the reduction by ascorbate of 1,1,3,3-tetraethylisoindolin-2-yloxyl and of 1,1,3,3-tetramethylisoindolin-2-yloxyl. J Chem Soc Perkin Trans 2000;1:1181-1182. (Pubitemid 35290394)
11. Kirilyuk IA, Bobko AA, Grigor' e v IA, Khramtsov VV. Synthesis of the tetraethyl substituted pH-sensitive nitroxides of imidazole series with enhanced stability towards reduction. Org Biomol Chem 2004;2:1025-1030.
12. Kinoshita Y, Yamada K, Yamasaki T, Sadasue H, Sakai K, Utsumi H. Development of novel nitroxyl radicals for controlling reactivity with ascorbic acid. Free Radic Res 2009;43: 565-571.
13. Kinoshita Y, Yamada K, Yamasaki T, Mito F, Yamato M, Kosem N, et al. In vivo evaluation of novel nitroxyl radicals with reduction stability. Free Radic Biol Med 2010;49:1703-1709.
14. Yamasaki T, Mito F, Ito Y, Pandian S, Kinoshita Y, Nakano K, et al. Structure-reactivity relationship of piperidine nitroxide: electrochemical, ESR and computational studies. J Org Chem 2011;76:435-440.
15. Gregoriadis G. Drug entrapment in liposomes. FEBS Lett 1973;36:292-296.
16. Charlier N, Pr é at V, Gallez B. Evaluation of lipid-based carrier systems and inclusion complexes of diethyldithiocarbamateiron to trap nitric oxide in biological systems. Magn Reson Med 2006;55:215-218. (Pubitemid 43062947)
17. Gregoriadis G, Florence AT. Liposomes in drug delivery. Clinical, diagnostic and ophthalmic potential. Drugs 1993;45:15-28. (Pubitemid 23093890)
18. Sato-Akaba H, Kuwahara Y, Fujii H, Hirata H. Half-life mapping of nitroxyl radicals with three-dimensional electron paramagnetic resonance imaging at an interval of 3.6 seconds. Anal Chem 2009;81:7501-7506.
19. Kawada Y, Hirata H, Fujii H. Use of multi-coil parallel-gap resonators for co-registration EPR/NMR imaging. J Magn Reson 2007;184:29-38. (Pubitemid 46049038)
20. Kocherginsky N, Swartz HM. 1995. Chemical reactivity of nitroxides. In: Kocherginsky N, Swartz HM, editors. Nitroxide spin labels: Reactions in biology and chemistry. Boca Raton: CRC Press; p 27-66.
21. Sato-Akaba H, Fujii H, Hirata H. Development and testing of a CW-EPR apparatus for imaging of short-lifetime nitroxyl radicals in mouse head. J Magn Reson 2008;193:191-198.
22. Yokoyama H, Itoh O, Aoyama M, Obara H, Ohya H, Kamada H. In vivo temporal EPR imaging of the brain of rats by using two types of blood-brain barrier-permeable nitroxide radicals. Magn Reson Imaging 2002;20:277-284. (Pubitemid 34791369)
23. Chan HC, Magin RL, Swartz HM. Rapid assessment of liposomal stability in blood by an aqueous nitroxide spin label. J Biochem Biophys Methods 1989;18:271-276. (Pubitemid 19154359)
24. Honzak L, Sentjurc M, Swartz HM. In vivo EPR of topical delivery of a hydrophilic substance encapsulated in multilamellar liposomes applied to the skin of hairless and normal mice. J Control Release 2000;66:221-228. (Pubitemid 30160859)
25. Kuppusamy P, Wang P, Zweier JL, Krishna MC, Mitchell JB, Ma L, et al. Electron paramagnetic resonance imaging of rat heart with nitroxide and polynitroxyl-albumin. Biochemistry 1996;35:7051-7057. (Pubitemid 26182094)
26. Kazama S, Takashige G, Yoshioka H, Tanizawa H, Ogata T, Koscielniak J, Berliner LJ. Dynamic electron spin resonance (ESR) imaging of the distribution of spin labeled dextran in a mouse. Magn Reson Med 1996;36:547-550. (Pubitemid 26330873)
27. Kuppusamy P, Li H, Ilangovan G, Cardounel AJ, Zweier JL, Yamada K, et al. Noninvasive imaging of tumor redox status and its modifi cation by tissue glutathione levels. Cancer Res 2002;62:307-312. (Pubitemid 34074020)
28. De la Fuente M, Hernanz A, Vallejo MC. The immune system in the oxidative stress conditions of aging and hypertension: favorable effects of antioxidants and physical exercise. Antioxid. Redox Signal 2005;7:1356-1366. (Pubitemid 41232533)
29. A nzai K, Saito K, Takeshita K, Takahashi S, Miyazaki H, Shoji H, et al. Assessment of ESR-CT imaging by comparison with autoradiography for the distribution of a blood-brainbarrier permeable spin probe, MC-PROXYL, to rodent brain. Magn Reson Imaging 2003;21:765-772. (Pubitemid 37259904)