Specific detection of gaseous NO and 15NO in the headspace from liquid-phase reactions involving NO-generating organic, inorganic, and biochemical samples using a mid-infrared laser

Nitric Oxide - Biology and Chemistry

Volumn 15, Issue 2, 2006, Pages 154-162

  Yi, Jun ^a   Namjou, Khosrow ^b   Zahran, Zaki N ^a   McCann, Patrick J ^c   Richter Addo, George B ^a  

^a UNIVERSITY OF OKLAHOMA   (United States)

^b Ekips Technologies Inc   (United States)

^c University of Oklahoma   (United States)

Author keywords

15N labeled NO; Copper; Iron; Metal nitrosyl porphyrin; Mid infrared; Nitric oxide; Nitrosyl myoglobin; NO detection; TDLAS; Thionitrite

Indexed keywords

NITRIC OXIDE;

ABSORPTION; ARTICLE; CONCENTRATION (PARAMETERS); DERIVATIZATION; INFRARED RADIATION; LASER; PRIORITY JOURNAL; SOLUBILITY;

GASES; LASERS; NITRIC OXIDE; NITROGEN ISOTOPES; SOLUBILITY; SOLUTIONS; SPECTROPHOTOMETRY, INFRARED;

EID: 33746817879     PISSN: 10898603     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.niox.2006.01.009     Document Type: Article

References (72)

1. Alderton W.K., Cooper C.E., and Knowles R.G. Nitric oxide synthases: structure, function and inhibition. Biochem. J. 357 (2001) 593-615
2. Li H., and Poulos T.L. Structure-function studies on nitric oxide synthases. J. Inorg. Biochem. 99 (2005) 293-305
3. x redox chemistry. Chem. Rev. 102 (2002) 1201-1234
4. Boon E.M., Huang S.H., and Marletta M.A. A molecular basis for NO selectivity in soluble guanylate cyclase. Nature Chem. Biol. 1 (2005) 53-59
5. Boon E.M., and Marletta M.A. Ligand specificity of H-NOX domains: from sGC to bacterial NO sensors. J. Inorg. Biochem. 99 (2005) 892-902
6. Cheng L., and Richter-Addo G.B. Binding and activation of nitric oxide by metalloporphyrins and heme. In: Guilard R., Smith K., and Kadish K.M. (Eds). The Porphyrin Handbook vol. 4 (2000), Academic Press, New York 219-291 chapter 33
7. Bonnett R., Chandra S., Charalambides A.A., Sales K.D., and Scourides P.A. Nitrosation and nitrosylation of haemoproteins and related compounds. Part 4. Pentaco-ordinate nitrosylprotohaem as the pigment of cooked cured meat. Direct evidence from E.S.R. spectroscopy. J. Chem. Soc., Perkin Trans. 1 (1980) 1706-1710
8. Møller J.K.S., and Skibsted L.H. Nitric oxide and myoglobins. Chem. Rev. 102 (2002) 1167-1178
9. Nioche P., Berka V., Vipond J., Minton N., Tsai A.-L., and Raman C.S. Femtomolar sensitivity of a NO Sensor from Clostridium botulinum. Science 306 (2004) 1550-1553
10. Bryan N.S., Rassaf T., Maloney R.E., Rodriguez C.M., Saijo F., Rodriguez J.R., and Feelisch M. 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
11. Feelisch M., Rassaf T., Mnaimneh S., Singh N., Bryan N.S., Jourd'heuil D., and Kelm M. Concomitant S-, N-, and Heme-nitros(yl)ation in biological tissues and fluids: implications for the fate of NO in vivo. FASEB J. 16 (2002) 1775-1785
12. Lee J., Chen L., West A.H., and Richter-Addo G.B. Interactions of organic nitroso compounds with metals. Chem. Rev. 102 (2002) 1019-1065
13. Stamler J.S., Toone E.J., Lipton S.A., and Sucher N.J. (S)NO signals: translocation, regulation, and a consensus motif. Neuron 18 (1997) 691-696
14. Gaston B., Reilly J., Drazen J.F., Fackler J., Ramdev P., Arnelle D., Mullins M.E., Sugarbaker D.J., Chee C., Singel D.J., Loscalzo J., and Stamler J.S. Endogenous nitrogen oxides and bronchodilator S-nitrosothiols in human airways. Proc. Natl. Acad. Sci. USA 90 (1993) 10957-10961
15. Bannenberg G., Xue J., Engman L., Cotgreave I., Moldéus P., and Ryrfeldt Å. Characterization of bronchodilator effects and fate of S-nitrosothiols in the isolated perfused and ventilated guinea pig lung. J. Pharmacol. Exp. Ther. 272 (1995) 1238-1245
16. Que L.G., Liu L., Yan Y., Whitehead G.S., Gavett S.H., Schwartz D.A., and Stamler J.S. Protection from experimental asthma by an endogenous bronchodilator. Science 308 (2005) 1618-1621
17. Gaston B., Sears S., Woods J., Hunt J., Ponaman M., McMahon T., and Stamler J.S. Bronchodilator S-nitrosothiol deficiency in asthmatic respiratory failure. Lancet 351 (1998) 1317-1319
18. Wang P.G., Xian M., Tang X., Wu X., Wen Z., Cai T., and Janczuk A.J. Nitric oxide donors: chemical activities and biological applications. Chem. Rev. 102 (2002) 1091-1134
19. Williams D.L.H. A chemist's view of the nitric oxide story. Org. Biomol. Chem. 1 (2003) 441-449 and references therein
20. Romeo A.A., Capobianco J.A., and English A.M. Superoxide dismutase targets NO from GSNO to Cysβ93 of oxyhemoglobin in concentrated but not dilute solutions of the protein. J. Am. Chem. Soc. 125 (2003) 14370-14378
21. 2+ sources. Chem. Biol. 3 (1996) 655-659
22. Yi J., Khan M.A., Lee J., and Richter-Addo G.B. The solid-state molecular structure of the S-nitroso derivative of l-cysteine ethyl ester hydrochloride. Nitric Oxide: Biol. Chem. 12 (2005) 261-266
23. Weichsel A., Maes E.M., Andersen J.F., Valenzuela J.G., Shokhireva T.K., Walker F.A., and Montfort W.R. Heme-assisted S-nitrosation of a proximal thiolate in a nitric oxide transport protein. Proc. Natl. Acad. Sci. USA 102 (2005) 594-599
24. Ford P.C., Laverman L.E., and Lorkovic I.M. Reaction mechanisms of nitric oxide with biologically relevant metal centers. Adv. Inorg. Chem. 51 (2003) 203-257
25. Williams D.L.H. S-Nitrosothiols and role of metal ions in decomposition to nitric oxide. Methods Enzymol. 268 (1996) 299-308
26. Toubin C., Yeung D.Y.-H., English A.M., and Peslherbe G.H. Theoretical evidence that Cu(I) complexation promotes degradation of S-nitrosothiols. J. Am. Chem. Soc. 124 (2002) 14816-14817
27. In: Feelisch M., and Stamler J.S. (Eds). Methods in Nitric Oxide Research (1996), Wiley, Chichester Chapters 20-32
28. Nagano T., and Yoshimura T. Bioimaging of NO. Chem. Rev. 102 (2002) 1235-1269
29. Ivanov V.M. The 125th Anniversary of the Greiss Reagent. J. Anal. Chem. 59 (2004) 1002-1005
30. Kleinbongard P., Rassaf T., Dejam A., Kerber S., and Kelm M. Greiss method for nitrite measurement of aqueous and protein-containing samples. Methods Enzymol. 359 (2002) 158-168
31. Zafiriou O.C., and McFarland M. Determination of trace levels of nitric oxide in aqueous solution. Anal. Chem. 52 (1980) 1662-1667
32. Archer S. Measurement of nitric oxide in biological models. FASEB J. 7 (1993) 349-360
33. 2 chemiluminescence method. J. Biol. Chem. 268 (1993) 23106-23110
34. 2 system. Anal. Chem. 65 (1993) 1794-1799
35. 2 chemiluminescence and microdialysis. Neurosci. Lett. 233 (1997) 157-159
36. Singel D.J., and Lancaster J.R. Electron paramagnetic resonance spectroscopy and nitric oxide biology. In: Feelisch M., and Stamler J.S. (Eds). Methods in Nitric Oxide Research (1996), Wiley, Chichester 341-356
37. Whittaker J.W. Molecular paramagnetic resonance of gas-phase nitric oxide. J. Chem. Educ. 68 (1991) 421-423
38. Vanin A.F., Huisman A., and Van Faassen E.E. Iron dithiocarbamates as spin traps for nitric oxide detection: pitfalls and successes. Methods Enzymol. 359 (2002) 27-42
39. Fujii S., and Yoshimura T. A new trend in iron-dithiocarbamate complexes as an endogenous NO trapping agent. Coord. Chem. Rev. 198 (2000) 89-99
40. Yoshimura T., and Kotake Y. Spin trapping of nitric oxide with the iron-dithiocarbamate complex: chemistry and biology. Antioxidants and Redox Signaling 6 (2004) 639-647
41. Kosaka H., and Shiga T. Detection of nitric oxide by electron spin resonance using hemoglobin. In: Feelisch M., and Stamler J.S. (Eds). Methods in Nitric Oxide Research (1996), Wiley, Chichester 373-381
42. Kikuchi K., Nagano T., and Hirobe M. Novel detection method of nitric oxide using horseradish peroxidase. Biol. Pharm. Bull. 19 (1996) 649-651
43. Hurst R.D., and Clark J.B. The utility of the nitric oxide electrochemical sensor in biomedical research. Sensors 3 (2003) 321-329
44. Bedioui F., and Villeneuve N. Electrochemical nitric oxide sensors for biological samples. Principle, selected examples and applications. Electroanalysis 15 (2003) 5-18
45. Zhang X. Real time and in vivo monitoring of nitric oxide by electrochemical sensors. from dream to reality. Frontiers Biosci. 9 (2004) 3434-3446
46. Kudo S., Bourassa J.L., Boggs S.E., Sato Y., and Ford P.C. In situ nitric oxide (NO) measurement by modified electrodes: NO labialized by photolysis of metal nitrosyl complexes. Anal. Biochem. 247 (1997) 193-202
47. Rodriguez J., Specian V., Maloney R., Jourd'heuil D., and Feelisch M. Performance of diamino fluorophores for the localization of sources and targets of nitric oxide. Free Radic. Biol. Med. 38 (2005) 356-368
48. Lacza Z., Horváth E.M., Pankotai E., Csordás A., Kollai M., Szabó C., and Busija D.W. The novel red-fluorescent probe DAR-4M measures reactive nitrogen species rather than NO. J. Pharmacol. Toxicol. Methods 52 (2005) 335-340
49. Tsuge K., DeRosa F., Lim M.D., and Ford P.C. Intramolecular reductive nitrosylation: reaction of nitric oxide and a copper(II) complex of a cyclam derivative with pendant luminescent chromophores. J. Am. Chem. Soc. 126 (2004) 6564-6565
50. Lim M.H., and Lippard S.J. Fluorescence-based nitric oxide detection by ruthenium porphyrin fluorophore complexes. Inorg. Chem. 43 (2004) 6366-6370
51. Hilderbrand S.A., and Lippard S.J. Nitric oxide reactivity of fluorophore coordinated carboxylate-bridged Diiron(II) and Dicobalt (II) complexes. Inorg. Chem. 43 (2004) 5294-5301
52. Hilderbrand S.A., Lim M.H., and Lippard S.J. Dirhodium tetracarboxylate scaffolds as reversible fluorescence-based nitric oxide sensors. J. Am. Chem. Soc. 126 (2004) 4972-4978
53. Werle P. A review of recent advances in semiconductor laser based gas monitors. Spectrochim. Acta A 54 (1998) 197-236
54. W. Lo (Ed.), Tunable Diode Laser Development and Spectroscopy, Proceedings of the SPIE 438 (1983).
55. Hart T.W. Some observations concerning the S-nitroso and S-phenylsulphonyl derivatives of l-cysteine and glutathione. Tetrahedron Lett. 26 (1985) 2013-2016
56. Zahran Z.N., Lee J., Alguindigue S.S., Khan M.A., and Richter-Addo G.B. Synthesis, characterization and molecular structures of six-coordinate manganese nitrosyl porphyrins. Dalton Trans. (2004) 44-50
57. Wayland B.B., and Olson L.W. Spectroscopic studies and bonding model for nitric oxide complexes of iron porphyrins. J. Am. Chem. Soc. 96 (1974) 6037-6041
58. Duprat A.F., Traylor T.G., Wu G.-Z., Coletta M., Sharma V.S., Walda K.N., and Magde D. Myoglobin-NO at low pH: free four-coordinated heme in the protein pocket. Biochemistry 34 (1995) 2634-2644
59. Roller C., Namjou K., Jeffers J.D., Camp M., Mock A., McCann P.J., and Grego J. Nitric oxide breath testing by tunable-diode laser absorption spectroscopy: application in monitoring respiratory inflammation. Applied Optics 41 (2002) 6018-6029
60. 2 measurement in human breath with a single IV-VI mid-infrared laser. Optics Lett. 27 (2002) 107-109
61. L.S. Rothman, C.P. Rinsland, A. Goldman, S.T. Massie, D.P. Edwards, J.-M. Flaud, A. Perrin, C. Camy-Peyret, V. Dana, J.-Y. Mandin, J. Schroeder, A. McCann, R.R. Gamache, R.B. Wattson, K. Yoshino, K.V. Chance, K.W. Jucks, L.R. Brown, V. Nemtchinov, P. Varanasi, The HITRAN Molecular Spectroscopic Database and HAWKS (HITRAN ATMOSPHERIC WORKSTATION): 1996 Edition, J. Quant. Spectrosc. Radiat. Transfer 60 (1998) 665-710.
62. K. Namjou, P.J. McCann, W.T. Potter, Breath Testing with a Mid-IR Laser Spectrometer. SPIE Conference on Application of Tunable Diode and Other Infrared Sources for Atmospheric Studies and Industrial Process Monitoring II, Proceedings of the SPIE 3758 (1999) 74.
63. McAninly J., Williams D.L.H., Askew S.C., Butler A.R., and Russell C. Metal ion catalysis in nitrosothiol (RSNO) decomposition. J. Chem. Soc. Chem. Commun. (1993) 1758-1759
64. Noble D.R., Swift H.R., and Williams D.L.H. Nitric oxide release from S-nitrosoglutathione (GSNO). Chem. Commun. (1999) 2317-2318
65. Butler A.R., and Rhodes P. Chemistry, analysis, and biological roles of S-nitrosothiols. Anal. Biochem. 249 (1997) 1-9
66. + as the effective reagent in nitric oxide formation from S-nitrosothiols (RSNO). J. Chem. Soc., Perkin Trans. 2 (1996) 481-487
67. Williams D.L.H. The chemistry of S-nitrosothiols. Acc. Chem. Res. 32 (1999) 869-876
68. Miyoshi K., Sugiura Y., Ishizu K., Iitaka Y., and Nakamura H. Crystal structure and spectroscopic properties of violet Glutathione-Copper(II) complex with axial sulfur coordination and two copper sites via a disulfide bridge. J. Am. Chem. Soc. 102 (1980) 6130-6136
69. 2+-Catalyzed decomposition of four S-nitrosothiols based around the S-nitrosocysteine/S-nitrosoglutathione structures. Nitric Oxide: Biol. Chem. 4 (2000) 392-398
70. Z.N. Zahran, M.J. Shaw, M.A. Khan, G.B. Richter-Addo, Fiber-optic spectroelectrochemical studies of six-coordinate manganese nitrosyl porphyrins in nonaqueous media, Inorg. Chem. (2006) in press, doi:10.1021/ic051190n.
71. Mu X.H., and Kadish K.M. Electrochemical and spectroelectrochemical characterization of intermolecular nitrosyl transfer between iron and cobalt porphyrins. Inorg. Chem. 29 (1990) 1031-1036
72. Luiking Y.C., and Deutz N.E.P. Isotopic investigation of nitric oxide metabolism in disease. Curr. Opin. Clin. Nutr. Metab. Care 6 (2003) 103-108 and references therein