Isothiocyanates as derivatization reagents for amines in liquid chromatography/electrospray ionization-tandem mass spectrometry

Biomedical Chromatography

Volumn 24, Issue 9, 2010, Pages 915-918

  Santa, Tomofumi ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

3 Pyridyl isothiocyanate; Derivatization; Isothiocyanate; LC ESI MS MS; m nitrophenyl isothiocyanate; p (dimethylamino)phenyl isothiocyanate

Indexed keywords

HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; MASS SPECTROMETRY;

3-PYRIDYL ISOTHIOCYANATE; DERIVATIZATIONS; ISOTHIOCYANATES; LC MS/MS(ESI); LC-ESI-MS/MS; LC/ESI-MS/MS; M-NITROPHENYL ISOTHIOCYANATE; P-(DIMETHYLAMINO)PHENYL ISOTHIOCYANATE; PHENYL ISOTHIOCYANATE; PYRIDYL;

AMINES;

3 PYRIDYL ISOTHIOCYANATE; AMINE; ISOTHIOCYANIC ACID DERIVATIVE; THIOUREA; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; COLLISIONALLY ACTIVATED DISSOCIATION; DERIVATIZATION; ELECTROSPRAY MASS SPECTROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 77957199900     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.1352     Document Type: Article

References (24)

1. Al-Dirbashi OY, Santa T, Rashed MS, Al-Hassnan Z, Shimozawa N, Chedrawi AK, Jacob M and Al-Makhadab M. Rapid UPLC-MS/MS method for routine analysis of plasma pristanic, phytanic and very-long chain fatty acid markers of peroxisomal disorders. Journal of Lipid Research 2008; 49: 1855-1862.
2. Cech NB and Enke CG. Relating electrospray ionization response to nonpolar character of small peptides. Analytical Chemistry 2000; 73: 2713-2723.
3. Cech NB and Enke CG. Practical implications of some recent studies in electrospray ionization fundamentals. Mass Spectrometry Review 2001; 20: 362-387.
4. Cech NB, Krone JR, and Enke CG. Predicting electrospray response from chromatographic retention time. Analytical Chemistry 2001; 73: 208-213. (Pubitemid 32061830)
5. Claeson A-S, Ostin A and Sunesson A-L. Development of a LC-MS/MS method for the analysis of volate primary and secondary amines as NIT (naphtylisothiocyanate) derivatives. Analytical and Bioanalytical Chemistry 2004; 378: 932-939. (Pubitemid 40890205)
6. Gao S, Zhang ZP and Karnes HT, Sensitivity enhancement in liquid chromatography/atmospheric pressure ionization mass spectrometry using derivatization and mobile phase additives. Journal of Chromatography B 2005; 825: 98-110.
7. Higashi T. Trace determination of steroids causing age-related diseases using LC/MS combined with detection-oriented derivatization. Chemical Pharmaceutical Bulletin 2006; 54: 1479-1485. (Pubitemid 44703972)
8. Higashi T and Shimada K. Derivatization of neutral steroids to enhance their detection characteristics in liquid chromatography, Analytical Bioanalytical Chemistry, 2004: 378: 875-882.
9. Higashi T, Yamauchi A and Shimada T. 2-hydrazino-1-methylpyridine: a highly sensitive derivatization reagent for oxosteroids in liquid chromatography-electrospray ionization mass spectrometry. Journal Chromatography B 2005a; 825: 214-222. (Pubitemid 41423605)
10. Higashi T, Yamauchi A, Shimada K, determination of prostatic androgens in 10 mg of tissue using liquid chromatography-tandem mass spectrometry with charged derivatization. Analytical Bioanalytical Chemistry, 2005b: 382: 1035-1043.
11. Higashi T, Nishio T, Hayashi N and Shimada K. Alternative procedure for charged derivatization to enhance detection response of steroids in electrospray ionization-MS. Chemical Pharmaceutical Bulletin 2007; 55: 662-665.
12. Higashi T, Nishio T, Uchida S, Shimada K, Fukushi M and Maeda M. Simultaneous determination of 17 alpha-hydroxypregnenolone and 17 alpha-hydroxyprogesterone in dried blood spots from low birth weight infants using LC-MS/MS. Journal of Biomedical and Pharmaceutical Analysis 2008; 48: 177-182.
13. Honda A, Hayashi S, Hifumi H, Homma Y, Tanji N, Iwasawa N, Suzuki Y and Suzuki K. MPAI (mass probes aided ionization) method for total analysis of biomolecules by mass spectrometry. Analytical Sciences 2007; 23: 11-15.
14. Ji Y and Morris ME. Determination of phenyl isothiocyanate in human plasma and urine by ammonia derivatization and liquid chromatography- tandem mass spectrometry. Analytical Biochemistry 2003; 323: 39-47. (Pubitemid 37393356)
15. Johnson DW. Contemporary clinical usage of LC/MS: analysis of biologically important carboxylic acids. Clinical Biochemistry 2005; 38: 351-361.
16. Nordstrom A, Tarkowski P, Tarkowska D, Dolezal K, Astot C, Sandberg G and Moritz T. Derivatization for LC-electrospray ionization-MS: a tool for improving reversed-phase separation and ESI response of bases, ribosides, and intact nucleotides. Analytical Chemistry 2004: 76: 2869-2877.
17. Santa T, Al-Dirbashi OY and Fukushima T. derivatization reagents in liquid chromatography/electrospray ionization tandem mass spectrometry for biomedical analysis. Drug Discovery and Therapeutics 2007a; 1: 108-118.
18. Santa T, Al-Dirbashi OY, Ichibangase T, Fukushima T, Rashed MS, Funatsu T and Imai K. Synthesis of benzofurazan derivatization reagents for carboxylic acids in liquid chromatography/electrospray ionization-tandem mass spectrometry (LC/ESI-MS/MS). Biomedical Chromatography 2007b; 21: 1207-1213.
19. Santa T, Al-Dirbashi OY, Ichibangase T, Rashed MS, Fukushima T and Imai K. Synthesis of 4-[2-(N,N-dimethylamino)ethylaminosulfonyl]-7-N-methylhydrazino- 2,1,3-benzoxadiazole (DAABD-MHz) as a derivatization reagent for aldehydes in liquid chromatography/electrospray ionization-tandem mass spectrometry. Biomedical Chromatography 2008; 22: 115-118.
20. Shibayama Y, Higashi T, Shimada K, Odani A, Mizokami A, Konaka H, Koh E and Namiki M. Simultaneous determination of salivary testosterone and dehydroepiandrosterone using LC-MS/MS: method development and evaluation of applicability for diagnosis and medication for late-onset hypogonadism. Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences 2009; 877: 2615-2623.
21. Shimbo K, Yahashi A, Hirayama K, Nakazawa M and Miyano H. Multifunctional and highly sensitive precolumn reagents for amino acids in liquid chromatography/tandem mass spectrometry. Analytical Chemistry 2009a; 81: 5172-5179.
22. Shimbo K, Oonuki T, Yahashi A, Hirayama K and Miyano K. Precolumn derivatization reagents for high-speed analysis of amines and amino acids in biological fluid using liquid chromatography/electrospray ionization tandem mass spectrometry. Rapid Communications in Mass Spectrometry 2009b; 23: 1483-1492.
23. Tsukamoto Y, Santa T, Saimaru H, Imai K and Funatsu T. Synthesis of benzofurazan derivatization reagents for carboxylic acids and its application to analysis of fatty acids in rat plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry. Biomedical Chromatography 2005; 19: 802-808. (Pubitemid 43013623)
24. Zhou S and Cook KD. A mechanistic study of elecrospray mass spectrometry: charge gradients within electrospray droplets and their influence on ion response. Journal of American Society of Mass Spectrometry 2001; 12: 206-211. (Pubitemid 34546637)