Normal phase high-performance liquid chromatography of pneumocandins: In situ modification of silica with L-proline to separate structural analogues

Biotechnology Progress

Volumn 22, Issue 2, 2006, Pages 538-546

  Nti Gyabaah, Joseph ^a   Antia, Firoz D ^a,b   Dahlgren, Mary Ellen ^a   Göklen, Kent E ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

^b Palatin Technologies   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; FERMENTATION; PERFORMANCE; SEPARATION; SILICA; SILICA GEL;

LIPOPEPTIDES; PHYSIOCHEMICAL PROPERTIES; PNEUMOCANDINS; TERNARY ETHYL ACETATE;

LIQUID CHROMATOGRAPHY;

CYCLOPEPTIDE; DIETHYLAMINE; DRUG DERIVATIVE; PROLINE; SILICON DIOXIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; METHODOLOGY;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIETHYLAMINES; MOLECULAR STRUCTURE; PEPTIDES, CYCLIC; PROLINE; SILICON DIOXIDE;

EID: 33646056097     PISSN: 87567938     EISSN: None     Source Type: Journal    
DOI: 10.1021/bp050319t     Document Type: Article

References (29)

1. Schwartz, R. E.; Bills, G.; Gailliot, P.; Göklen, K. E.; Gleason, C.; Inamine, E.; Joshua, H.; Kempf, A. J.; Kuehner, D.; White, R.; Wilson, A. J.; Salmon, P. M.; Sesin, D. F.; Zitano, L. Pneumocandins from Zalerium arboricola. I. Discovery and Isolation J. Antibiot. 1992, 45, 1835-1866.
2. Bills, G.; Masurekar, P.; Pelaez, F.; Platas, G. Reclassification of a pneumocandin-producing anamorph, Glarea lozoyensis gen. et sp. Nov., previously identified as Zalerium arboricola. Mycol. Res. 1999, 103 (2), 179-192.
3. 0. J. Ind. Microbiol 1993, 11, 95-103.
4. Roush, D. J.; Antia, F. D.; Göklen, K. E. Preparative high-performance liquid chromatography of echninocandins. J. Chromatogr. 1998, 827 (2), 373-389.
5. Roush, D. J.; Hwang, L. Y.; Antia, F. D. Influence of mobile phase composition and thermodynamics on the normal phase chromatography of echinocandins. J. Chromatogr. A 2005, 1098, 55-65.
6. Lee, S. S.; Sitrin, R.; Osawa, A. E. Purification of pneumocandins by preparative silica gel high-performance liquid chromatography. J. Chromatogr. A 1999, 831, 217-225.
7. Wheals, B. B.; White, P. C. In situ modification of silica with amines and its use in separating sugars by high-performance liquid chromatography. J. Chromatogr. 1979, 176, 421-426.
8. Aitzetmuller, K. Sugar analysis by high-performance liquid chromatography using silica columns. J. Chromatogr. 1978, 156, 354-358.
9. White, C. A.; Corran, P. H.; Kennedy, J. F. Analysis of underivatised gluco-oligosaccharides (d.p. 2-20) by high-pressure liquid chromatography Carbohydr. Res. 1980, 87, 165-173.
10. Linden, J. C.; Lawhead, C. L. Liquid chromatography of saccharides. J. Chromatogr. 1975, 105, 125-133.
11. Palmer, J. K. Anal. Lett. 1975, 8, 215.
12. Majors, R. E. Recent advances in HPLC packings and columns. J. Chromatogr. Sci. 1980, 18, 488-499.
13. Jones, A. D.; Burns, I. W.; Cox, J. A.; Sellings, S. D. Preparation, optimization and slurry packing of an amino bonded phase for the analysis of sugars in food by high-performance liquid chromatography. J. Chromatogr. 1977, 144, 169-180.
14. Rabel, F. M.; Caputo, A. G.; Butts, E. T. Separation of carbohydrates on a new polar bonded phase material. J. Chromatogr. 1976, 126, 731-740.
15. Muller, H.; Siepe, V. Dtsch. Lebensm. Rundsch. 1980, 76, 156.
16. Binder, H. Separation of monosaccharides by high-performance liquid chromatography: comparison of ultraviolet and refractive index detection. J. Chromatogr. 1980, 189, 414-420.
17. D'Ambiose, M.; Noel, D.; Hannai, T. Characterization of bonded-amine packing for liquid chromatography and high-sensitivity determination of carbohydrates. Carbohydr. Res. 1980, 79, 1-10.
18. Boumahraz, M.; Ya Davidov, V.; Kiselev, A. V. Separation of carbohydrates by liquid chromatography on silica gel, adding adsorption modificators to the eluent. Chromatographia 1982, 15, 751.
19. Th. Verhaar, L. A.; Kuster, B. F. M. Contribution to the elucidation of the mechanism of sugar retention on amine-modified silica in liquid chromatography. J. Chromatogr. 1982, 234, 57-64.
20. Orth, P.; Engelhardt, H. Separation from sugars modified silicagels. Chromatographia 1982, 15, 91.
21. Mant, C. T.; Hodges, R. S. HPLC of peptides and Proteins. Separation, Analysis and Conformation; CRC Press: Boca Raton, FL, 1991.
22. Alpert, A. J. Hydrophobic interaction chromatography of peptides as an alternative to reversed-phase chromatography. J. Chromatogr. 1988, 444, 269-274.
23. Churms, S. C. Journal of Chromatography Library; Elsevier: Amsterdam, 1995; Vol. 58, Chapter 3.
24. Buszewski, B.; Welerowicz, T. Stationary phases with special structural properties for high-throughput separation techniques: Preparation, characterization and applications. Comb. Chem. High Throughput Screening 2004, 7 (4), 291-312.
25. Nikolov, Z. L.; Reilly, P. Retention of carbohydrates on silica and amine-bonded silica stationary phases: application of the hydration model. J. Chromatogr. 1985, 325, 287-293.
26. Yoshida, T. Peptide separation by hydrophilic-interaction chromatography: A review. J. Biochem. Biophys. Methods 2004, 60 (3), 265-280.
27. Pollard, D. J.; Hernandez, D.; Hunt, G.; Kirschner, T. F.; Olewinski, R.; Salmon, P. M. Pilot-scale process sensitivity studies for the scale-up of a fungal fermentation for the production of pneumocandins. Biotechnol. Bioeng. 2002, 78, 270-279.
28. Belter, P. A.; Cussler, E. L.; Hu, W. S. Bioseparation: Downstream Processing for Biotechnology; John Wiley & Sons: New York, 1988; p 184.
29. 0. J. Chromatogr. 2006, 1101, 204-213.