Generation of enantiomeric amino acids during acid hydrolysis of peptides detected by the liquid chromatography/tandem mass spectroscopy

Chemistry and Biodiversity

Volumn 7, Issue 6, 2010, Pages 1644-1650

  Miyamoto, Tetsuya ^a   Sekine, Masae ^b   Ogawa, Tetsuhiro ^a   Hidaka, Makoto ^a   Homma, Hiroshi ^b   Masaki, Haruhiko ^a  

^a UNIVERSITY OF TOKYO   (Japan)

^b KITASATO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; HYDROGEN; PEPTIDE; PHENYLALANINE; AMINO ACID; DEUTERIUM;

ARTICLE; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; TANDEM MASS SPECTROMETRY; CHEMISTRY; DEUTERIUM HYDROGEN EXCHANGE; PROCEDURES; STEREOISOMERISM;

AMINO ACIDS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEUTERIUM; DEUTERIUM EXCHANGE MEASUREMENT; HYDROLYSIS; PEPTIDES; STEREOISOMERISM; TANDEM MASS SPECTROMETRY;

EID: 77953892356     PISSN: 16121872     EISSN: 16121880     Source Type: Journal    
DOI: 10.1002/cbdv.200900309     Document Type: Article

References (24)

1. K. Richter, R. Egger, G. Kreil, Science 1987, 238, 200;
2. S. D. Heck, C. J. Siok, K. J. Krapcho, P. R. Kelbaugh, P. F. Thadeio, M. J. Welch, R. D. Williams, A. H. Ganong, M. E. Kelly, A. J. Lanzetti, W. R. Gray, D. Phillips, T. N. Parks, H. Jackson, M. K. Ahlijanian, N. A. Saccomano, R. A. Volkmann, Science 1994, 266, 1065;
3. S. D. Heck, W. S. Feraci, P. R. Kelbaugh, N. A. Saccomano, P. F. Thadeio, R. A. Volkmann, Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 4036;
4. A. Jilek, C. Mollay, C. Tippelt, J. Grassi, G. Mignogna, J. Müllegger, V. Sander, C. Fehrer, D. Barra, G. Kreil, Proc. Natl. Acad. Sci. U.S.A. 2005, 102, 4235;
5. O. Buczek, D. Yoshikami, G. Bulaj, E. C. Jimenez, B. M. Olivera, J. Biol. Chem. 2005, 280, 4247;
6. C. M. Whittington, J. M. Koh, W. C. Warren, A. T. Papenfuss, A. M. Torres, P. W. Kuchel, K. Belov, J. Proteomics 2009, 72, 155.
7. A. E. Roher, J. D. Lowenson, S. Clarke, C. Wolkow, R. Wang, R. J. Cotter, I. M. Reardon, H. A. Zurcher-Neely, R. L. Heinrikson, M. J. Ball, B. D. Greenberg, J. Biol. Chem. 1993, 268, 3072;
8. N. Fujii, K. Satoh, K. Harada, Y. Ishibashi, J. Biochem. 1994, 116, 663.
9. M. Yamasaki, N. Takahashi, M. Hirose, J. Biol. Chem. 2003, 278, 35524.
10. Y. Nagata, T. Fujiwara, K. Kawaguchi-Nagata, Y. Fukumori, T. Yamanaka, Biochim. Biophys. Acta 1998, 1379, 76.
11. T. Miyamoto, M. Sekine, T. Ogawa, M. Hidaka, H. Homma, H. Masaki, Amino Acids 2010, 38, 1377.
12. J. M. Manning, J. Am. Chem. Soc. 1970, 92, 7449.
13. H. Frank, W. Woiwode, G. J. Nicholson, E. Bayer, in 'Stable isotopes', Eds. E. R. Klein, P. D. Klein, Academic Press, New York, 1979, p. 165;
14. R. Liardon, S. Ledermann, U. Ott, J. Chromatogr. 1981, 203, 385.
15. H. Frank, G. J. Nicholson, E. Bayer, J. Chromatogr. Sci. 1977, 15, 174;
16. H. Frank, G. J. Nicholson, E. Bayer, J. Chromatogr. 1978, 167, 187;
17. E. Bayer, G. Nicholson, H. Frank, in 'Amino acid analysis by gas chromatography', Eds. R. W. Zumwalt, K. C. T. Kuo, C. W. Gehrke, CRC Press, Boca Raton, 1987, Vol. 2, p. 35;
18. H. Zahradnícková, P. Husek, P. Simek, P. Hartvich, B. Marsálek, I. Holoubek, Anal. Bioanal. Chem. 2007, 388, 1815;
19. H. Zahradnícková, P. Hartvich, P. Simek, P. Husek, Amino Acids 2008, 35, 445.
20. D. R. Goodlett, P. A. Abuaf, P. A. Savage, K. A. Kowalski, T. K. Mukherjee, J. W. Tolan, N. Corkum, G. Goldstein, J. B. Crowther, J. Chromatogr., A 1995, 707, 233.
21. Y. Song, M. Shenwu, S. Zhao, D. Hou, Y. M. Liu, J. Chromatogr., A 2005, 1091, 102;
22. Y. Song, Y. Feng, M. H. LeBlanc, S. Zhao, Y. M. Liu, Anal. Chem. 2006, 78, 8121;
23. Y. Song, F. Liang, Y. M. Liu, Rapid. Commun. Mass. Spectrom. 2007, 21, 73.
24. K. Hamase, H. Homma, Y. Takigawa, T. Fukushima, T. Santa, K. Imai, Biochim. Biophys. Acta 1997, 1334, 214.