Performance of diamino fluorophores for the localization of sources and targets of nitric oxide

Free Radical Biology and Medicine

Volumn 38, Issue 3, 2005, Pages 356-368

  Rodriguez, Juan ^a   Specian, Victoria ^a   Maloney, Ronald ^a   Jourd'Heuil, David ^b   Feelisch, Martin ^a,c  

^a LOUISIANA STATE UNIVERSITY HEALTH SCIENCES CENTER   (United States)

^b ALBANY MEDICAL COLLEGE   (United States)

^c BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

4,5 diaminofluorescein diacetate; Asc; ascorbate; DAF 2 DA; DAF 2 T; DAF 2 triazole; DAFs; DARs; diaminofluoresceins; diaminorhodamines; dimethyl sulfoxide; DMSO; L NIO; N (1 iminoethyl) L ornithine dihydrochloride; nitric oxide; NO

Indexed keywords

4,5 DIAMINOFLUORESCEIN DIACETATE; ASCORBIC ACID; GLUTATHIONE; MERCURIC CHLORIDE; NITRIC OXIDE; SCAVENGER; TRIAZOLE DERIVATIVE;

ANIMAL TISSUE; AORTA; ARTICLE; AUTOFLUORESCENCE; CHEMICAL REACTION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; ELASTIC FIBER; ILLUMINATION; MALE; MOLECULAR PROBE; NITROSATION; NITROSYLATION; NONHUMAN; PRIORITY JOURNAL; RAT; SENSITIVITY ANALYSIS; SIGNAL TRANSDUCTION; ULTRAVIOLET RADIATION;

ANIMALS; AORTA; ASCORBIC ACID; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DOSE-RESPONSE RELATIONSHIP, DRUG; FLUORESCEIN; FLUORESCENT DYES; FREE RADICAL SCAVENGERS; GLUTATHIONE; LIGHT; MALE; MERCURIC CHLORIDE; NITRIC OXIDE; RATS; RATS, WISTAR; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, FLUORESCENCE; ULTRAVIOLET RAYS;

LETHRINIDAE;

EID: 11344280926     PISSN: 08915849     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2004.10.036     Document Type: Article

References (72)

1. S. Moncada, R.M.J. Palmer, and E.A. Higgs Nitric oxide: physiology, pathophysiology, and pharmacology Pharmacol. Rev. 43 1991 109 142
2. S.H. Snyder, and D.S. Bredt Biological roles of nitric oxide Sci. Am. 266 5 1992 68 77
3. P.L. Feldman, O.W. Griffith, and D.J. Stuehr The surprising life of nitric oxide Chem. Eng. News 71 1993 26 38
4. H. Kojima, K. Sakurai, K. Kikuchi, S. Kawahara, Y. Kirino, H. Nagoshi, Y. Hirata, and T. Nagano Development of a fluorescent indicator for nitric oxide based on the fluorescein chromophore Chem. Pharm. Bull. (Tokyo) 46 1998 373 375
5. T. Nagano, and T. Yoshimura Chem. Rev. 102 2002 1235 1270
6. N. Nakatsubo, H. Kojima, K. Kikuchi, H. Nagoshi, Y. Hirata, D. Maeda, Y. Imai, T. Irimura, and T. Nagano Direct evidence of nitric oxide production from bovine aortic endothelial cells using new fluorescence indicators: diaminofluoresceins FEBS Lett. 427 1998 26326 26336
7. N. Nagata, K. Momose, and Y.J. Ishida Inhibitory effects of catecholamines anti-oxidants on the fluorescence reaction of 4,5-diaminofluorescein, DAF-2, a novel indicator of nitric oxide Biochem. (Tokyo) 125 1999 658 661
8. T. Yamamoto, K. Yuyama, K. Nakamura, T. Kato, and H. Yamamoto Kinetic characterization of the nitric oxide toxicity for PC12 cells: effect of half-life time of NO release Eur. J. Pharmacol. 397 2000 25 33
9. J.F. Leikert, T.R. Rathel, C. Muller, A.M. Vollmar, and V.M. Dirsch Reliable in vitro measurement of nitric oxide released from endothelial cells using low concentrations of the fluorescent probe 4,5-diaminofluorescein FEBS Lett. 506 2001 131 134
10. T.R. Rathel, J.F. Leikert, A.M. Vollmar, and V.M. Dirsch Application of 4,5-diaminofluorescein to reliably measure nitric oxide released from endothelial cells in vitro Biol. Proced. Online 5 2003 136 142
11. G. Lebuffe, P.T. Schumacker, Z.H. Shao, T. Anderson, H. Iwase, and T.L. Vanden Hoek ROS and NO trigger early preconditioning: relationship to mitochondrial KATP channel Am. J. Physiol. 284 2003 H299 H308
12. R. Berkels, C. Dachs, R. Roesen, and W. Klaus Simultaneous measurement of intracellular Ca(2+) and nitric oxide: a new method Cell Calcium 27 2000 281 286
13. P. Toomtong, and J.D. Young Nitric oxide production by human peripheral blood mononuclear cells Ann. Acad. Med. Singapore 30 2001 270 273
14. K.L. Rhinehart, and T.L. Pallone Nitric oxide generation by isolated descending vasa recta Am. J. Physiol. 281 2001 H316 H324
15. H. Sutherland, R. Khundkar, O. Zolle, A. McArdle, A.W. Simpson, J.C. Jarvis, and S. Salmons A fluorescence-based method for measuring nitric oxide in extracts of skeletal muscle Nitric Oxide 5 2001 475 481
16. E.N. Dedkova, and L.A. Blatter Nitric oxide inhibits capacitative Ca2+ entry and enhances endoplasmic reticulum Ca2+ uptake in bovine vascular endothelial cells J. Physiol. 539 2002 77 91
17. P. Lorenz, S. Roychowdhury, M. Engelmann, G. Wolf, and T.F. Horn Oxyresveratrol and resveratrol are potent antioxidants and free radical scavengers: effect on nitrosative and oxidative stress derived from microglial cells Nitric Oxide 9 2003 64 76
18. J. Navarro-Antolin, and S. Lamas Nitrosative stress by cyclosporin A in the endothelium: studies with the NO-sensitive probe diaminofluorescein-2/ diacetate using flow cytometry Nephrol. Dial. Transplant. 16 Suppl. 1 2001 6 9
19. M.J. Havenga, B. van Dam, B.S. Groot, J.M. Grimbergen, D. Valerio, A. Bout, and P.H. Quax Anal. Biochem. 283 2001 290 291
20. Y. Itoh, F.H. Ma, H. Hoshi, M. Oka, K. Noda, Y. Ukai, H. Kojima, T. Nagano, and N. Toda Determination and bioimaging method for nitric oxide in biological specimens by diaminofluorescein fluorometry Anal. Biochem. 287 2000 203 209
21. H. Kojima, N. Nakatsubo, K. Kikuchi, S. Kawahara, Y. Kirino, H. Nagoshi, Y. Hirata, and T. Nagano Detection and imaging of nitric oxide with novel fluorescent indicators: diaminofluoresceins Anal. Chem. 70 1998 2446 2453
22. H. Kojima, N. Nakatsubo, K. Kikuchi, Y. Urano, T. Higuchi, J. Tanaka, Y. Kudo, and T. Nagano Direct evidence of NO production in rat hippocampus and cortex using a new fluorescent indicator: DAF-2 DA Neuroreport 9 1998 3345 3348
23. R.M. Goetz, H.S. Thatte, P. Prabhakar, M.R. Cho, T. Michel, and D.E. Golan Estradiol induces the calcium-dependent translocation of endothelial nitric oxide synthase Proc. Natl. Acad. Sci. USA 96 1999 2788 2793
24. J. Igarashi, H.S. Thatte, P. Prabhakar, D.E. Golan, and T. Michel Calcium-independent activation of endothelial nitric oxide synthase by ceramide Proc. Natl. Acad. Sci. USA 96 1999 12583 12588
25. L.A. Brown, B.J. Key, and T.A. Lovick Bio-imaging of nitric oxide-producing neurones in slices of rat brain using 4,5-diaminofluorescein J. Neurosci. Methods 92 1999 101 110
26. M.O. Lopez-Figueroa, C. Caamano, M.I. Morano, L.C. Ronn, H. Akil, and S.J. Watson Direct evidence of nitric oxide presence within mitochondria Biochem. Biophys. Res. Commun. 272 2000 129 133
27. L.A. Brown, B.J. Key, and T.A. Lovick Fluorescent imaging of nitric oxide production in neuronal varicosities associated with intraparenchymal arterioles in rat hippocampal slices Neurosci. Lett. 294 2000 9 12
28. I. Foissner, D. Wendehenne, C. Langebartels, and J. Durner In vivo imaging of an elicitor-induced nitric oxide burst in tobacco Plant. J. 23 2000 817 824
29. T. Yoshioka, N. Iwamoto, F. Tsukahara, K. Irie, I. Urakawa, and T. Muraki Anti-NO action of carvedilol in cell-free system and in vascular endothelial cells Br. J. Pharmacol. 129 2000 1530 1535
30. T.A. Blute, M.R. Lee, and W.D. Eldred Direct imaging of NMDA-stimulated nitric oxide production in the retina Vis. Neurosci. 17 2000 557 566
31. D. Li, G. Shirakami, X. Zhan, and R.A. Johns Regulation of ciliary beat frequency by the nitric oxide-cyclic guanosine monophosphate signaling pathway in rat airway epithelial cells Am. J. Respir. Cell. Mol. Biol. 23 2000 175 181
32. C. Kimura, T. Koyama, M. Oike, and Y. Ito Hypotonic stress-induced NO production in endothelium depends on endogenous ATP Biochem. Biophys. Res. Commun. 274 2000 736 740
33. N.J. Willmott, K. Wong, and A.J. Strong A fundamental role for the nitric oxide-G-kinase signaling pathway in mediating intercellular Ca(2+) waves in glia J. Neurosci. 20 2000 1767 1779
34. M.O. Lopez-Figueroa, C. Caamano, R. Marin, B. Guerra, R. Alonso, M.I. Morano, H. Akil, and S.J. Watson Characterization of basal nitric oxide production in living cells Biochim. Biophys. Acta 1540 2001 253 264
35. K. Sugimoto, S. Fujii, T. Takemasa, and K. Yamashita Detection of intracellular nitric oxide using a combination of aldehyde fixatives with 4,5-diaminofluorescein diacetate Histochem. Cell. Biol. 113 2000 341 347
36. Y.B. Choi, L. Tenneti, D.A. Le, J. Ortiz, G. Bai, H.S. Chen, and S.A. Lipton Molecular basis of NMDA receptor-coupled ion channel modulation by S-nitrosylation Nat. Neurosci. 3 2000 15 21
37. N.V. Gorbunov, K.L. Pogue-Geile, M.W. Epperly, W.L. Bigbee, R. Draviam, B.W. Day, N. Wald, S.C. Watkins, and J.S. Greenberger Activation of the nitric oxide synthase 2 pathway in the response of bone marrow stromal cells to high doses of ionizing radiation Radiat. Res. 154 2000 73 86
38. H. Kojima, M. Hirata, Y. Kudo, K. Kikuchi, and T. Nagano Visualization of oxygen-concentration-dependent production of nitric oxide in rat hippocampal slices during aglycemia J. Neurochem. 76 2001 1404 1410
39. K.M. Pfarr, S. Qazi, and J.A. Fuhrman Nitric oxide synthase in filariae: demonstration of nitric oxide production by embryos in Brugia malayi and Acanthocheilonema viteae Exp. Parasitol. 97 2001 205 214
40. C. Kimura, M. Oike, T. Koyama, and Y. Ito Am. J. Physiol. Endocrinol. Metab. 280 2001 E171 E178
41. S. Takeno, R. Osada, K. Furukido, J.H. Chen, and K. Yajin Increased nitric oxide production in nasal epithelial cells from allergic patients-RT-PCR analysis and direct imaging by a fluorescence indicator: DAF-2 DA Clin. Exp. Allergy 31 2001 881 888
42. W. Qiu, D.A. Kass, Q. Hu, and R.C. Ziegelstein Determinants of shear stress-stimulated endothelial nitric oxide production assessed in real-time by 4,5-diaminofluorescein fluorescence Biochem. Biophys. Res. Commun. 286 2001 328 335
43. M. Montagnani, H. Chen, V.A. Barr, and M.J. Quon Insulin-stimulated activation of eNOS is independent of Ca2+ but requires phosphorylation by Akt at Ser(1179) J. Biol. Chem. 276 2001 30392 30398
44. A. Maffei, R. Poulet, C. Vecchione, S. Colella, L. Fratta, G. Frati, V. Trimarco, B. Trimarco, and G. Lembo J. Hypertens 20 2002 1135 1142
45. H. Schuppe, M. Cuttle, J.E. Chad, and P.L. Newland 4,5-diaminofluoroscein imaging of nitric oxide synthesis in crayfish terminal ganglia J. Neurobiol. 53 2002 361 369
46. N. Li, F.X. Yi, E. Rute, D.X. Zhang, G.R. Slocum, and A.P. Zou Effects of homocysteine on intracellular nitric oxide and superoxide levels in the renal arterial endothelium Am. J. Physiol. 283 2002 H1237 H1243
47. Y. Yamamoto, M. Henrich, R.L. Snipes, and W. Kummer Altered production of nitric oxide and reactive oxygen species in rat nodose ganglion neurons during acute hypoxia Brain Res. 961 2003 1 9
48. C. Vecchione, A. Aretini, A. Maffei, G. Marino, G. Selvetella, R. Poulet, V. Trimarco, G. Frati, and G. Lembo Cooperation between insulin and leptin in the modulation of vascular tone Hypertension 42 2003 166 170
49. N. Li, J.Y. Sul, and P.G. Haydon A calcium-induced calcium influx factor, nitric oxide, modulates the refilling of calcium stores in astrocytes J. Neurosci. 23 2003 10302 10310
50. Z. Lacza, J.A. Snipes, J. Zhang, E.M. Horvath, J.P. Figueroa, C. Szabo, and D.W. Busija Mitochondrial nitric oxide synthase is not eNOS, nNOS or iNOS Free Radic. Biol. Med. 35 2003 1217 1228
51. K. Takagi, Y. Kawaguchi, M. Hara, T. Sugiura, M. Harigai, and N. Kamatani Serum nitric oxide (NO) levels in systemic sclerosis patients: correlation between NO levels and clinical features Clin. Exp. Immunol. 134 2003 538 544
52. C. Shao, V. Stewart, M. Folkard, B.D. Michael, and K.M. Prise Nitric oxide-mediated signaling in the bystander response of individually targeted glioma cells Cancer Res. 63 2003 8437 8442
53. T. Kono, N. Chisato, Y. Ebisawa, T. Asama, M. Sugawara, T. Ayabe, Y. Kohgo, S. Kasai, M. Yoneda, and T. Takahashi Impaired nitric oxide production of the myenteric plexus in colitis detected by a new bioimaging system J. Surg. Res. 117 2004 329 338
54. C. Kimura, M. Oike, K. Ohnaka, Y. Nose, and Y. Ito Constitutive nitric oxide production in bovine aortic and brain microvascular endothelial cells: a comparative study J. Physiol. 554 2004 721 730
55. Y. Ebisawa, T. Kono, M. Yoneda, T. Asama, N. Chisato, M. Sugawara, K. Ishikawa, J. Iwamoto, T. Ayabe, Y. Kohgo, and S. Kasai Direct evidence that induced nitric oxide production in hepatocytes prevents liver damage during lipopolysaccharide tolerance in rats J. Surg. Res. 118 2004 183 189
56. P.A. Ortiz, N.J. Hong, and J.L. Garvin Luminal flow induces eNOS activation and translocation in the rat thick ascending limb. II. Role of PI3-kinase and Hsp90 Am. J. Physiol. Renal Physiol. 287 2004 F281 F288
57. E. Quintana, C. Hernandez, A. Alvarez-Barrientos, J.V. Esplugues, and M.D. Barrachina Synthesis of nitric oxide in postganglionic myenteric neurons during endotoxemia: implications for gastric motor function in rats FASEB J. 18 2004 531 533
58. K. Qi, H. Qiu, J. Rutherford, Y. Zhao, D. Nance, and F.W. Orr Direct visualization of nitric oxide release by liver cells after the arrest of metastatic tumor cells in the hepatic microvasculature J. Surg. Res. 119 2004 29 35
59. N.S. Bryan, T. Rassaf, R.E. Maloney, C.M. Rodriguez, F. Saijo, J.R. Rodriguez, and M. Feelisch Cellular targets and mechanisms of nitros(yl)ation: an insight into their nature and kinetics in vivo Proc. Natl. Acad. Sci. USA 101 2004 4308 4313
60. J. Rodriguez, R.E. Maloney, T. Rassaf, N.S. Bryan, and M. Feelisch Chemical nature of nitric oxide storage forms in rat vascular tissue Proc. Natl. Acad. Sci. USA 100 2003 336 341
61. A. Dejam, P. Kleinbongard, T. Rassaf, S. Hamada, P. Gharini, J. Rodriguez, M. Feelisch, and M. Kelm Thiols enhance NO formation from nitrate photolysis Free Radic. Biol. Med. 35 2003 1551 1559
62. M. Broillet, O. Randin, and J. Chatton Photoactivation and calcium sensitivity of the fluorescent NO indicator 4,5-diaminofluorescein (DAF-2): implications for cellular NO imaging FEBS Lett. 491 2001 227 232
63. N. Suzuki, H. Kojima, Y. Urano, K. Kikuchi, Y. Hirata, and T. Nagano Orthogonality of calcium concentration and ability of 4,5-diaminofluorescein to detect NO J. Biol. Chem. 277 2002 47 49 Erratum in: J. Biol. Chem. 277: 15220, 2002
64. R.M. Uppu, and W.A. Pryor Nitrosation of 1,2-phenylenediamine by peroxynitrite/CO2: evidence for a free radical mechanism J. Am. Chem. Soc. 121 1999 9738 9739
65. D. Jourd'heuil Increased nitric oxide-dependent nitrosylation of 4,5-diaminofluorescein by oxidants: implications for the measurement of intracellular nitric oxide Free Radic. Biol. Med. 33 2002 676 684
66. X. Zhang, W.S. Kim, N. Hatcher, K. Potgieter, L.L. Moroz, R. Gillette, and J.V. Sweedler Interfering with nitric oxide measurements. 4,5-diaminofluorescein reacts with dehydroascorbic acid and ascorbic acid J. Biol. Chem. 277 2002 48472 48478
67. M.G. Espey, K.M. Miranda, D.D. Thomas, and D.A. Wink Distinction between nitrosating mechanisms within human cells and aqueous solution J. Biol. Chem. 276 2001 30085 30091
68. A. Dejam, C.J. Hunter, A.N. Schechter, and M.T. Gladwin Emerging role of nitrite in human biology Blood Cells Mol. Dis. 32 2004 423 429
69. X. Liu, M.J. Miller, M.S. Joshi, D.D. Thomas, and J.R. Lancaster Jr. Accelerated reaction of nitric oxide with O2 within the hydrophobic interior of biological membranes Proc. Natl. Acad. Sci. USA 95 1998 2175 2179
70. A. Ekani-Nkodo, and D.K. Fygenson Size exclusion and diffusion of fluoresceinated probes within collagen fibrils Phys. Rev. E 67 021909 2003
71. P. Ghafourifar, and C.A. Colton Compartmentalized nitrosation and nitration in mitochondria Antioxid. Redox Signal. 5 2003 349 354
72. Bryan, N. S.; Rassaf, T.; Maloney, R. E.; Rodriguez, C. M.; Saijo, F.; Rodriguez, J.R.; Feelisch, M. unpublished data.