Synthesis of stereoisomers and isoforms of a tryptic heptapeptide fragment of human growth hormone and analysis by reverse-phase HPLC and capillary electrophoresis

European Journal of Biochemistry

Volumn 235, Issue 1-2, 1996, Pages 304-309

  Vinther, Anders ^a   Holm, Arne ^b   Høeg Jensen, Thomas ^b   Jespersen, Anne M ^a   Klausen, Niels K ^a   Christensen, Thorkild ^a   Sørensen, Hans H ^a  

^a NOVO NORDISK A S   (Denmark)

^b UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

capillary electrophoresis; HPLC; human growth hormone; isoforms; stereoisomers

Indexed keywords

GROWTH HORMONE DERIVATIVE; HUMAN GROWTH HORMONE;

ARTICLE; ENANTIOMER; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN DEGRADATION; PROTEIN SYNTHESIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; ZONE ELECTROPHORESIS;

EID: 0030053546     PISSN: 00142956     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1432-1033.1996.00304.x     Document Type: Article

References (34)

1. Creighton, T. E. (1993) Proteins structures and molecular properties, 2nd edn, W. H. Freeman and Company, New York.
2. Wright, H. T. (1991) Crit. Rev. Biochem. Mol. Biol. 26, 1-52.
3. Liu, D. T.-Y. (1992) TIBTECH 10, 364-369.
4. Manning, M. C., Patel, K. & Borchardt, R. T. (1989) Pharm. Res. 11, 903-918.
5. Patel, K. & Borchardt, R. T. (1990) Pharm. Res. 7, 703-711.
6. Geiger, T. & Clarke, S. (1987) J. Biol. Chem. 262, 785-794.
7. Capasso, S., Mazzarella, L., Sica, F., Zagari, A. & Salvadori, S. (1993) J. Chem. Soc. Perkin Trans. 2, 679-682.
8. Brennan, T. V. & Clarke, S. (1993) Protein Sci. 2, 331-338.
9. Oliyai, C. & Borchardt, R. T. (1993) Pharm. Res. 10, 95-102.
10. Becker, G. W., Tackitt, P. M., Bromer, W. W., Lefeber, D. S. & Riggin, R. M. (1988) Biotech. Appl. Biochem. 10, 326-337.
11. Johnson, B. A., Shirokawa, J. M., Hancock, W. S., Spellman, M. W., Basa, L. J. & Aswad, D. W. (1989) J. Biol. Chem. 264, 14 262-14 271.
12. Abdel-Meguid, S. S., Shieh, H. S., Smith, W. W., Dayringer, H. E., Violand, B. N. & Bentle, L. A. (1974) Proc. Natl Acad. Sci. USA 84, 6434-6437.
13. Teshima, G., Stults, J. T., Lin, V. & Canova-Davis, E. (1991) J. Biol. Chem. 266, 13 544-13 547.
14. Violand, B. N., Schlittler, M. R., Kolodziej, E. W., Toren, P. C., Cabonce, M. A., Siegel, N. R., Duffin, K. L., Zobel, J. F., Smith, C. E. & Tou, J. S. (1992) Protein Sci. 1, 1634-1641.
15. Violand, B. N., Schlittler, M. R., Toren, P. C. & Siegel, N. R. (1990) J. Protein Chem. 9, 109-117.
16. Vinther, A., Søeberg, H., Sørensen, H. H. & Jespersen, A. M. (1991) Talanta 38, 1369-1379.
17. Ahuja, S. (1991) Chiral separations by liquid chromatography, ACS Symposium Series 471, American Chemical Society, Washington, USA.
18. Kühn, R. & Hoffstetter-Kuhn, S. (1992) Chromatographia 34, 505-512.
19. Valkó, I. E., Billiet, H. A. H., Corstjens, H. A. L. & Frank, J. (1993) LC-GC Int. 6, 420-426.
20. Snopek, J., Jelínek, I. & Smolková-Keulemansová, E. (1992) J. Chromatogr. 609, 1-17.
21. Otsuka, K. & Terabe, S. (1993) Trends Anal. Chem. 12, 125-130.
22. Rogan, M. M. & Altria, K. D. (1993) Introduction to the theory and applications of chiral capillary electrophoresis, Beckman Instruments Inc., Fullerton, CA.
23. Atherton, E. & Sheppard, R. C. (1989) Solid phase peptide synthesis: a practical approach, IRL Press, Oxford.
24. Okada, Y. & Iguchi, S. (1989) J. Chem. Soc. Perkin Trans. I, 2129-2136.
25. Benoiton, L. (1962) J. Can. Chem. 40, 570-572.
26. Davis, H. S. (1928) J. Am. Chem. Soc. 50, 2769-2780.
27. Roeske, R. (1963) J. Org. Chem. 28, 1251-1253.
28. Lajoie, G., Crivici, A. & Adamson, J. G. (1990) Synthesis 7, 571-572.
29. Wang, S. (1973) J. Am. Chem. Soc. 95, 12 328-12 333.
30. Siber, P. (1987) Tetrahedron Lett. 28, 6147-6159.
31. Knorr, R., Trzeciak, A., Bannwarth, W. & Gillessen, D. (1988) Tetrahedron Lett. 30, 1927-1930.
32. Capasso, S., Mattia, C. A., Mazzarella, L. & Zagari, A. (1984) Int. J. Peptide Protein Res. 24, 85-95.
33. Sørensen, H. H., Thomsen, J., Bayne, S., Højrup, P. & Roepstorff, P. (1990) Biomed. Environ. Mass Spectrom. 19, 713-720.
34. Jorgenson, J. W. & Lukacs, K. D. (1981) Anal. Chem. 53, 1298-1302.