Reversed-phase liquid chromatography method for the determination of total plasma thiols after derivatization with 1-benzyl-2-chloropyridinium bromide

Biomedical Chromatography

Volumn 23, Issue 7, 2009, Pages 770-775

  Kuśmierek, Krzysztof ^a,b   Bald, Edward ^a  

^a UNIVERSITY OF LODZ   (Poland)

^b MILITARY UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Cysteine; Cysteinylglycine; Glutathione; Homocysteine; Plasma; RP HPLC

Indexed keywords

AMINO ACIDS; COLUMN CHROMATOGRAPHY; PEPTIDES; SULFUR COMPOUNDS;

CYSTEINE; CYSTEINYLGLYCINE; DERIVATIZATIONS; GLUTHATHIONE; HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY; HOMOCYSTEINES; REVERSED PHASE LIQUID-CHROMATOGRAPHY; REVERSED-PHASE LIQUID CHROMATOGRAPHY; RP-HPLC; SIMULTANEOUS DETECTION;

HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

1 BENZYL 2 CHLOROPYRIDINIUM BROMIDE; BROMINE DERIVATIVE; CYSTEINE; CYSTEINYLGLYCINE; GLUTATHIONE; HOMOCYSTEINE; PYRIDINIUM DERIVATIVE; THIOL; TRIS(2 CARBOXYETHYL)PHOSPHINE; UNCLASSIFIED DRUG; 1 BENZYL 2 CHLOROPYRIDINIUM; 1-BENZYL-2-CHLOROPYRIDINIUM; DIPEPTIDE; DISULFIDE;

ARTICLE; CALIBRATION; CORRELATION COEFFICIENT; DRUG STABILITY; DRUG TRANSFORMATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; LIGHT ABSORPTION; NORMAL HUMAN; QUANTITATIVE ANALYSIS; REVERSED PHASE LIQUID CHROMATOGRAPHY; ULTRAVIOLET RADIATION; BLOOD; CHEMISTRY; METABOLISM; METHODOLOGY; REPRODUCIBILITY; SENSITIVITY AND SPECIFICITY; STATISTICAL MODEL;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CYSTEINE; DIPEPTIDES; DISULFIDES; GLUTATHIONE; HOMOCYSTEINE; HUMANS; LINEAR MODELS; PYRIDINIUM COMPOUNDS; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY;

EID: 70149084993     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.1183     Document Type: Article

References (37)

1. Altomare E, Vendemiale G and Albano O. Hepatic glutathione content in patients with alcoholic and non alcoholic liver disease. Life Scieces 1988; 43: 991-998.
2. Amarnath K, Amarnath V, Amarnath K, Valentine HL and Valentine WM. A specific HPLC-UV method for the determination of cysteine and related aminothiols in biological samples. Talanta 2003; 60: 1229-1238.
3. Andersson A, Ankerst J, Lindgren A, Larsson K and Hultberg B. Hyperhomocysteinemia and changed plasma thiol redox status in chronic obstructive pulmonary disease. Clinical Chemistry and Laboratory Medicine 2001; 39: 229-233.
4. Atmaca G. Antioxidant effects of sulfur-containing amino acids. Yonsei Medical Journal 2004; 45: 776-788.
5. Bald E and Sypniewski S. Determination of thiol drugs in pharmaceutical formulations as their S-pyridinium derivatives by high-performance liquid chromatography with ultraviolet detection. Fresenius' Journal of Analytical Chemistry 1997; 328: 554-555.
6. Bald E, Sypniewski S, Drzewoski J and Stepien M. Application of 2-halopyridinium salts as ultraviolet derivatization reagents and solidphase extraction for determination of captopril in human plasma by high-performance liquid chromatography. Journal of Chromatography B: Biomedical Science Applications 1996; 681: 283-289.
7. Bald E, Kaniowska E, Chwatko G and Glowacki R. Liquid chromatographic assessment of total and protein-bound homocysteine in human plasma. Talanta 2000; 50: 1233-1243.
8. Bald E, Glowacki R and Drzewoski J. Determination by liquid chromatography of free and total cysteine in human urine in the form of its S-quinolinium derivative. Journal of Chromatography A 2001; 913: 319-329.
9. Bald E, Chwatko G, Glowacki R and Kusmierek K. Analysis of plasma thiols by high-performance liquid chromatography with ultraviolet detection. Journal of Chromatography A 2004; 1032: 109-115.
10. Boers GHJ. Hyperhomocysteinemia as a risk factor for arterial and venous disease. A review of evidence and relevance. Thrombosis and Haemostasis 1997; 78: 520-522.
11. Cecchi C, Latorraca S, Sorbi S, Iantomasi T, Favalli F, Vinzenzini MT and Liguri G. Gluthatione level is altered in lymphoblasts from patients with familial Alzheimer's disease. Neuroscience Letters 1999; 275: 152-154.
12. Chassaing C, Gonin J, Wilcox CS and Wainer IW. Determination of reduced and oxidized homocysteine and related thiols in plasma by thiol-specific pre-column derivatization and capillary electrophoresis with laser-induced fluorescence detection. Journal of Chromatography A 1999; 735: 219-227.
13. Ducros V, Demuth K, Sauvant MP, Quillard M, Causse E, Candito M, Read MH, Drai J, Garcia I and Gerhardt MF. Methods for homocysteine analysis and biological relevance of the results. Journal of Chromatography B: Biomedical Science Applications 2002; 781: 207-226.
14. Ercal N, Oztezcan S, Hammond TC, Matthews RH and Spitz DR. High-performance liquid chromatography assay for N-acetylcysteine in biological samples following derivatization with N-(1-pyrenyl)maleimide. Journal of Chromatography A 1996; 685: 329-334.
15. Ercal N, Yang P and Aykin P. Determination of biological thiols by high-performance liquid chromatography following derivatization by ThioGlo maleimide reagents. Journal of Chromatography A 2001; 753: 287-292.
16. Fahey RC, Newton GL, Dorian R and Kosower EM. Analysis of biological thiols: quantitative determination of thiols at the picomole level based upon derivatization with monobromobimanes and separation by cation-exchange chromatography. Analytical Biochemistry 1981; 111: 357-365.
17. Hernanz A, Plaza A, Martin-Mola E and DeMiguel E. Increased plasma levels of homocysteine and other thiol compounds in rheumatoid arthritis women. Clinical Biochemistry 1999; 32: 65-70.
18. House JD, Jacobs RL, Stead LM, Brosnan ME and Brosnan JT. Regulation of homocysteine metabolism. Advances in Enzyme Regulation 1999; 39: 69-91.
19. Imai K, Toyo'oka T and Watanabe Y. A novel fluorogenic reagent for thiols: ammonium 7-fluorobenzo-2-oxa-1,3-diazole-4-sulfonate. Analytical Biochemistry 1983; 128: 471-473.
20. Joly D, Rieu P, Mejean A, Gagnadoux MF, Daudon M and Jungers P. Treatment of cystinuria. Pediatric Nephrology 1999; 13: 945-950.
21. Ling BL, Dewaele C and Baeyens WRG. Micro liquid chromatography with fluorescence detection of thiols and disulphides. Journal of Chromatography 1991; 553: 433-439.
22. Mudd SH, Finkelstein JD, Refsum H, Ueland PM, Malinow MR, Lentz SR, Jacobsen DW, Brattstrom L, Wilcken B, Blom HJ, Stabler SP, Allen RH, Selhub J and Rosenberg IH. Homocysteine and its disulfide derivatives: a suggested consensus terminology. Arteriosclerosis, Thrombosis and Vascular Biology 2000; 20: 1704-1706.
23. Nekrassova O, Lawrence NS and Compton RG. Analytical determination of homocysteine: a review. Talanta 2003; 60: 1085-1095.
24. Nolin TD, McMenamin ME and Himmelfarb J. Simultaneous determination of total homocysteine, cysteine, cysteinylglycine, and glutathione in human plasma by high-performance liquid chromatography: application to studies of oxidative stress. Journal of Chromatography B: Biomedical Science Applications 2007; 852: 554-561.
25. Paroni R, De Vecchi E, Cighetti G, Arcelloni C, Fermo I, Grossi A and Bonini P. HPLC with o-phthalaldehyde precolumn derivatization to measure total, oxidized, and protein-bound glutathione in blood, plasma, and tissue. Clinical Chemistry 1995; 41: 448-454.
26. Pastore A, Massoud R, Motti C, Lo Russo A, Fucci G, Cortese C and Federici G. Fully automated assay for total homocysteine, cysteine, cysteinylglycine, glutathione, cysteamine, and 2-mercaptopropionylglycine in plasma and urine. Clinical Chemistry 1998; 44: 825-832.
27. Pastore A, Federici G, Bertini E and Piemonte F. Analysis of glutathione: Implication in redox and detoxification. Clinica Chimica Acta 2003; 333: 19-39.
28. Pirmohamed M, Williams D, Tingle MD, Barry M, Khoo SH, O'Mahony C, Wilkins EGL, Breckenridge AM and Park BK. Intracellular glutathione in the peripheral blood cells of HIV-infected patients: Failure to show a deficiency. AIDS 1996; 10: 501-507.
29. Rahman I and MacNee W. Oxidative stress and regulation of glutathione in lung inflammation. European Respiratory Journal 2000; 16: 534-554.
30. Rojkovich B, Nagy E, Prohle T, Poor G and Gergely P. Urinary excretion of thiol compounds in patients with rheumatoid arthritis. Clinical and Diagnostic Laboratory Immunology 1999; 6: 683-685.
31. Samiec PS, Drews-Botsch C, Flagg EW, Kurtz JC, Sternberg P, Reed LR and Jones DP. Glutathione in human plasma: Decline in association with aging, age- related macular degeneration, and diabetes. Free Radical Biology and Medicine 1998; 24: 699-704.
32. Shah VP, Midha KK, Dighe S, McGilveray IJ, Skelly JP, Yacobi A, Layloff T, Viswanathan CT, Cook CE, McDowall RD, Pittman KA and Spector S. Analytical methods validation: Bioavailability, bioequivalence and pharmacokinetics studies. International Journal of Pharmaceutics 1992; 82: 1-7.
33. Tcherkas YV and Denisenko AD. Simultaneous determination of several amino acids, including homocysteine, cysteine and glutamic acid, in human plasma by isocratic reversed-phase high-performance liquid chromatography with fluorimetric detection. Journal of Chromatography A 2001; 913: 309-313.
34. Townsend DM, Tew KD and Tapiero H. Sulfur containing amino acids and human disease. Biomedicine and Pharmacotherapy 2004; 58: 47-55.
35. Toyo'oka T and Imai K. High-performance liquid chromatography and fluorometric detection of biologically important thiols, derivatized with ammonium 7-fluorobenzo-2-oxa-1,3-diazole-4-sulphonate (SBDF). Journal of Chromatography 1983; 282: 495-500.
36. Ueland PM. Homocysteine species as components of plasma redox thiol status. Clinical Chemistry 1995; 41: 340-342.
37. Winters RA, Zukowski J, Ercal N, Matthews RH and Spitz DR. Analysis of glutathione, glutathione disulfide, cysteine, homocysteine, and other biological thiols by high-performance liquid chromatography following derivatization by IV-(1-pyrenyl)maleimide. Analytical Biochemistry 1995; 227: 14-21.