A catalogue of selected derivatization reactions to label molecules in the subnanomolar or nanomolar range for CE and μ-HPLC with LIF detection

Journal of Capillary Electrophoresis and Microchip Technology

Volumn 9, Issue 1-2, 2004, Pages 1-11

  Riollet, Pierre ^a,b,c   Couderc, François ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

^b Picometrics ^*  (France)

^c Picometrics   (France)

Author keywords

Aldehyde; Amino acids; Carbohydrate; Derivatization; Fluorescence; Nucleotide; Organic acid

Indexed keywords

1,2 DIOL DERIVATIVE; 2 AMINOACRIDONE; 2 AMINOBENZAMIDE; 2 AMINOBENZAMIDE DERIVATIVE; 2,3 NAPHTHALENEDICARBOXALDEHYDE; 4 BROMO 7 METHOXYCOUMARIN; 4,4 DIFLUORO 5,7 DIMETHYL 4 BORA 3A,4A DIAZA S INDACENE 3 PROPIONYLETHYLENEDIAMINE; 5 BROMOMETHYLFLUORESCEIN; ACRIDONE DERIVATIVE; ALCOHOL; ALDEHYDE; AMINE; AMINOPYRENETRISULFONIC ACID; CARBOHYDRATE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CHLOROACETALDEHYDE; COUMARIN DERIVATIVE; ETHYLENEDIAMINE DERIVATIVE; FLUORESCEIN DERIVATIVE; FLUORESCEIN ISOTHIOCYANATE; FLUORESCEIN MALEIMIDE; IODOACETAMIDOFLUORESCEIN; KETONE; NUCLEOTIDE; OLIGOSACCHARIDE; PHTHALALDEHYDE; SULFONIC ACID DERIVATIVE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

ACCURACY; CAPILLARY ELECTROPHORESIS; CHEMICAL LABELING; CONCENTRATION (PARAMETERS); DERIVATIZATION; FLUORESCENCE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LASER INDUCED FLUORESCENCE; MICRO HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MOLECULE; NANOTECHNOLOGY; REVIEW;

BIOPOLYMERS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ELECTROPHORESIS, CAPILLARY; LASERS; MICROCHEMISTRY; NANOTECHNOLOGY; REPRODUCIBILITY OF RESULTS; SENSITIVITY AND SPECIFICITY; SPECTROMETRY, FLUORESCENCE; STAINING AND LABELING;

STAPHYLOCOCCUS PHAGE 3A;

EID: 4944220998     PISSN: 10795383     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (53)

1. Lunn G, Hellwig LC. Handbook of derivatization reaction for HPLC. New York, NY: Wiley Interscience, 1999.
2. Underberg WJ, Waterval JC. Derivatization trends in capillary electrophoresis: an update. Electrophoresis 2002; 23:3922-33.
3. Waterval JC, Lingeman H, Bult A, Underberg WJ. Derivatization trends in capillary electrophoresis. Electrophoresis 2000; 21:4029-45.
4. Toyo'oka T. Modern derivatization methods for separation sciences. New York, NY: Wiley & Sons, 1999.
5. Fukushima T, Usui N, Santa T, Imai K. Recent progress in derivatization methods for LC and CE analysis. J Pharm Biomed Anal 2003; 30:1655-87.
6. Male KB, Luong JHT. Derivatization, stabilization and detection of biogenic amines by cyclodextrin-modified capillary-electrophoresis-laser-induced fluorescence detection. J Chromatogr A 2001; 926:309-17.
7. Mengerink Y, Kutlan D, Toth F, Csampai A, Molnar-Perl I. Advances in the evaluation of the stability and characteristics of the amino acid and amine derivatives obtained with the o-phthaldialdehyde/3-mercaptopropionic acid and o-phthaldialdehyde/N-acetyl-L-cysteine reagents. High performance liquid chromatography-mass spectrometry study. J Chromatogr A 2002; 949:99-124.
8. Kutlan D, Presits P, Molnar-Perl I. Behavior and characteristics of amine derivatives obtained with o-phthaldialdehyde/3-mercaptopropionic acid and with o-phthaldialdehyde/N-acetyl-L-cysteine reagents. J Chromatogr A 2002; 949:235-48.
9. Lange J, Thomas K, Wittmann C. Comparison of a capillary electrophoresis method with high-performance liquid chromatography for the determination of biogenic amines in various food samples. J Chromatogr B: Analyt Technol Biomed Life Sci 2002; 779:229-39.
10. Bert L, Robert F, Denoroy L, Renaud B. High-speed separation of subnanomolar concentrations of noradrenaline and dopamine using capillary zone electrophoresis with laser-induced fluorescence detection. Electrophoresis 1996; 17:523-5.
11. Bert L, Parrot S, Robert F, Desvignes C, Denoroy L, Suaud-Chagny MF, Renaud B. In vivo temporal sequence of rat striatal glutamate, aspartate and dopamine efflux during apomorphine, nomifensine, NMDA and PDC in situ administration. Neuropharmacology 2002; 43:825-35.
12. Robert F, Bert L, Denoroy L, Renaud B. Capillary zone electrophoresis with laser-induced fluorescence detection for the determination of nanomolar concentrations of noradrenaline and dopamine: application to brain microdialysate analysis. Anal Chem 1995; 67:1838-44.
13. Shah AJ, de Biasi V, Taylor SG, Roberts C, Hemmati P, Munton R, West A, Routledge C, Camilleri P. Development of a protocol for the automated analysis of amino acids in brain tissue samples and microdialysates. J Chromatogr B: Biomed Sci Appl 1999; 735:133-40.
14. Cho YH, Yoo HS, Min JK, Lee EY, Hong SP, Chung YB, Lee YM. Comparative study of naphthalene-2,3-dicarboxaldehyde and o-phthalaldehyde fluorogenic reagents for chromatographic detection of sphingoid bases. J Chromatogr A 2002; 977:69-76.
15. Lai F, Sheehan T. Matrix effects in the derivatization of amino acids with naphthalene dicarboxaldehyde, 9-fluorenylmethyl chloroformate and phenylisothiocyanate. Biotechniques 1993; 14:642-9.
16. Nouadje G, Simeon N, Dedieu F, Nertz M, Puig Ph, Couderc F. A study of twenty eight amines or amino acids during wine aging by MEKC and LIF detection. J Chromatogr 1997; 765:337-43.
17. Hayakawa K, Hasegawa K, Imaizumi N, Wong OS, Miyazaki M. Determination of amphetamine-related compounds by high-performance liquid chromatography with chemiluminescence and fluorescence detections. J Chromatogr 1989; 464:343-52.
18. El Rassi Z. Recent developments in capillary electrophoresis and capillary electochromatography of carbohydrate species. Electrophoresis 1999; 20:3134-44.
19. Militsopoulou M, Lamari FN, Hjerpe A, Karamanos NK. Determination of twelve heparin- and heparan sulfate-derived disaccharides as 2-aminoacridone derivatives by capillary zone electrophoresis using ultraviolet and laser-induced fluorescence detection. Electrophoresis 2002; 23:1104-9.
20. Militsopoulou M, Lecomte C, Bayle C, Couderc F, Karamanos NK. Laser-induced fluorescence as a powerful detection tool for capillary electrophoretic analysis of heparin/heparan sulfate disaccharides. Biomed Chromatogr 2003; 17:39-41.
21. Merry AH, Neville DC, Royle L, Matthews B, Harvey DJ, Dwek RA, Rudd PM. Recovery of intact 2-aminobenzamide-labeled O-glycans released from glycoproteins by hydrazinolysis. Anal Biochem 2002; 304:91-9.
22. Royle L, Mattu TS, Hart E, Langridge JI, Merry AH, Murphy N, Harvey DJ, Dwek RA, Rudd PM. Recovery of intact 2-aminobenzamide-labeled O-glycans released from glycoproteins by hydrazinolysis. Anal Biochem 2002; 304:70-90.
23. Bigge JC, Patel TP, Bruce JA, Goulding PN, Charles SM, Parekh RB. Nonselective and efficient fluorescent labeling of glycans using 2-amino benzamide and anthranilic acid. Anal Biochem 1995; 230:229-38.
24. Pereira EA, Carrilho E, Tavare MF. Laser-induced fluorescence and UV detection of derivatized aldehydes in air samples using capillary electrophoresis. J Chromatogr A 2002; 979:409-16.
25. Claeson K, Thorsen G, Karlberg B. Micellar electrokinetic chromatography separation and laser-induced fluorescence detection of the lipid peroxidation product 4-hydroxynonenal. J Chromatogr B: Biomed Sci Appl 2001; 763:133-8.
26. Visser SA, Smulders CJ, Gladdines WW, Irth H, van der Graaf PH, Danhof M. High-performance liquid chromatography of the neuroactive steroids alphaxalone and pregnanolone in plasma using dansyl hydrazine as fluorescent label: application to a pharmacokinetic-pharmacodynamic study in rats. J Chromatogr B: Biomed Sci Appl 2000; 745:357-63.
27. Malek A, Khaledi MG. Steroid analysis in single cells by capillary electrophoresis with collinear laser-induced fluorescence detection. Anal Biochem 1999; 270:50-8.
28. Toyo'oka T. Fluorescent tagging of physiologically important carboxylic acids, including fatty acids, for their detection in liquid chromatography. Anal Chim Acta 2002; 465:111-30.
29. Hart JJ, Welch RM, Norvell WA, Kochian LV. Measurement of thiol-containing amino acids and phytochelatin (PC2) via capillary electrophoresis with laser-induced fluorescence detection. Electrophoresis 2002; 23:81-7.
30. Mukherjee PS, Karnes HT. Analysis of gamma-(cholesteryloxy)butyric acid in biologic samples by derivatization with 5-(bromomethyl)fluorescein followed by high-performance liquid chromatography with laser-induced fluorescence detection. Anal Chem 1996; 68:327-32.
31. Mukherjee PS, DeSilva KH, Karnes HT. 5-Bromomethyl fluorescein (5-BMF) for derivatization of carboxyl containing analytes for use with laser-induced fluorescence detection. Pharm Res 1995; 12:930-6.
32. Ohya T, Kudo N, Suzuki E, Kawashima Y. Determination of perfluorinated carboxylic acids in biological samples by high-performance liquid chromatography. J Chromatogr B: Biomed Sci Appl 1998; 720:1-7.
33. Abushufa R, Reed P, Weinkove C. Fatty acids in erythrocytes measured by isocratic HPLC. Clin Chem 1994; 40:1707-12.
34. Yoo JS, McGuffin VL. Determination of fatty acids in fish oil dietary supplements by capillary chromatography with laser-induced fluorescence detection. J Chromatogr 1992; 627:87-96.
35. Wolf JH, Korf J. 4-Bromomethyl-7-methoxycoumarin and analogues as derivatization agents for high-performance liquid chromatography determinations: a review. J Pharm Biomed Anal 1992; 10:99-107.
36. Luong JH, Rigby T, Male KB, Bouvrette P. Derivatization of resin acids with a fluorescent label for cyclodextrin-modified electrophoretic separation. J Chromatogr A 1999; 849:255-66.
37. Sjöback R, Nygren J, Kubista M. Absorption and fluorescence properties of fluorescein. Spectrochem Acta A 1995; 51:L7-21.
38. Chassaing C, Gonin J, Wilcox CS, 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. J Chromatogr B: Biomed Sci Appl 1999; 735:219-27.
39. Caussé E, Siri N, Bellet H, Champagne S, Bayle C, Valdiguié P, Salvayre R, Couderc F. Plasma homocysteine determined by capillary electrophoresis with laser-induced fluorescence detection. Clin Chem 1999; 45:412-14.
40. Caussé E, Malatray P, Calaf R, Charpiot Ph, Candito M, Bayle C, Valdiguié P, Salvayre R, Couderc F. Plasma total homocysteine and other thiols analyzed by capillary electrophoresis/laser-induced fluorescence detection: comparison with two other methods. Electrophoresis 2000; 21:2074-9.
41. Caussé E, Issac C, Malatray P, Bayle C, Valdiguié P, Salvayre R, Couderc F. Assays for total homocysteine and other thiols by capillary electrophoresis-laser-induced fluorescence detection. I. Preanalytical condition studies. J Chromatogr A 2000; 895:173-8.
42. Bayle C, Issac C, Malatray P, Salvayre R, Couderc F, Caussé E. Assay of total homocysteine and other thiols by capillary electrophoresis and laser-induced fluorescence detection (CE-LIF): pre-analytical and analytical conditions (II). J Chromatogr 2002; 979:255-60.
43. Alberts G, Lameris T, van den Meiracker AH, Man in't Veld AJ, Boomsma F. Sensitive and specific method for the simultaneous determination of natural and synthetic catecholamines and 3,4-dihydroxyphenylglycol in microdialysis samples. J Chromatogr B 1999; 730:213-19.
44. Simeon N, Myers R, Bayle C, Nertz M, Stewart JK, Couderc F. Some applications of near-ultraviolet laser-induced fluorescence detection in nanomolar- and subnanomolar-range high-performance liquid chromatography or micro-high-performance liquid chromatography. J Chromatogr A 2001; 913:253-9.
45. Katayama M, Matsuda Y, Shimokawa K, Tanabe S, Kaneko S, Hara I, Sato H. Simultaneous determination of six adenyl purines in human plasma by high-performance liquid chromatography with fluorescence derivatization. J Chromatogr B: Biomed Sci Appl 2001; 760:159-63.
46. Mohri K, Takeuchi K, Shinozuka K, Bjur RA, Westfall DP. Simultaneous determination of nerve-induced adenine nucleotides and nucleosides released from rabbit pulmonary artery. Anal Biochem 1993; 210:262-7.
47. Katayama M, Matsuda Y, Shimokawa K, Tanabe S, Kaneko S, Hara I, Sato H. Simultaneous determination of six adenyl purines in human plasma by high-performance liquid chromatography with fluorescence derivatization. J Chromatogr B: Biomed Sci Appl 2001; 760:159-63.
48. Fujimori H, Sasaki T, Hibi K, Senda M, Yoshioka M. Direct injection of blood samples into a high-performance liquid chromatographic adenine analyser to measure adenine, adenosine, and the adenine nucleotides with fluorescence detection. J Chromatogr 1990; 515:363-73.
49. Tseng HC, Dadoo R, Zare RN. Selective determination of adenine-containing compounds by capillary electrophoresis with laser-induced luorescence detection. Anal Biochem 1994; 222:55-8.
50. Wang CC, McCann WP, Beale SC. Measurement of adenosine by capillary zone electrophoresis with on-column isotachophoretic preconcentration. J Chromatogr B: Biomed Appl 1996; 676:19-28.
51. Ivanovskaya MG, Gottikh MB, Shabarova ZA. Modification of oligo(poly)nudeotide phosphomonoester groups in aqueous solutions. Nucleosides Nucleotides 1987; 6:913-34.
52. Schmitz OJ, Worth CC, Stach D, Wiessler M. Capillary electrophoresis analysis of DNA adducts as biomarkers for carcinogenesis. Angew Chem Int Ed Engl 2002; 41:445-8.
53. Stach D, Schmitz OJ, Stilgenbauer S, Benner A, Dohner H, Wiessler M, Lyko F. Capillary electrophoretic analysis of genomic DNA methylation levels. Nucl Acids Res 2003; 31:E2-2.