Macrocyclic antibiotic selectors in direct HPLC enantioseparations

Separation and Purification Reviews

Volumn 41, Issue 3, 2012, Pages 207-249

  Ilisz, István ^a   Pataj, Zoltán ^a   Aranyi, Anita ^a   Péter, Antal ^a  

^a UNIVERSITY OF SZEGED   (Hungary)

Author keywords

chiral chromatography; Column liquid chromatography; enantiomer separation; glycopeptides; macrocyclic antibiotics

Indexed keywords

CHIRAL CHROMATOGRAPHY; COLUMN LIQUID CHROMATOGRAPHY; ENANTIOMER SEPARATION; GLYCOPEPTIDES; MACROCYCLICS;

AMINO ACIDS; CAPILLARY ELECTROPHORESIS; LIQUID CHROMATOGRAPHY; PEPTIDES; SEPARATION; STEREOCHEMISTRY;

ANTIBIOTICS;

EID: 84859785651     PISSN: 15422119     EISSN: 15422127     Source Type: Journal    
DOI: 10.1080/15422119.2011.596253     Document Type: Review

References (192)

1. Aboul-Enein, H. Y., and, Wainer, I. W. 1997. The Impact of stereochemistry on drug development and use, New York, USA: Wiley.
2. Ali, I., and, Aboul-Enein, H. Y. 2004. Chiral pollutants, distributions, toxicity, and analysis by chromatography and capillary electrophoresis, Chichester, UK: Wiley.
3. Simonyi, M., Fitos, I., and, Visy, J. 1986. Chirality of bioactive agents in protein binding, storage and transport processes. Trends Pharmacol. Sci., 7: 112-116. (Pubitemid 16141167)
4. Walle, T., and, Walle, U. K. 1986. Chirality. IV. Pharmacokinetic parameters obtained with racemates. Trends Pharmacol. Sci., 7: 155-158. (Pubitemid 17190810)
5. Knabe, J., and, Buch, H. P. 1987. Derivatives of barbituric acids, XXXVI: Racemate and enantiomers of 1-methyl-5-pentyl-5-phenyl-barbituric acid, syntheses and central nervous activities. Archiv der Pharmazie, 320: 323-328. (Pubitemid 17047416)
6. Ariens, E. J. 1984. Stereochemistry, a basis for sophisticated nonsense in pharmacokinetics and clinical pharmacology. Eur. J. Clin. Pharmacol., 26: 663-668. (Pubitemid 14074636)
7. Ansell, R. J. 2005. Molecularly imprinted polymers for the enantioseparation of chiral drugs. Adv. Drug Delivery Reviews, 57: 1809-1835. (Pubitemid 41643051)
8. US Food and Drug Administration. 1992. FDA's policy statement for the development of new stereoisomeric drugs. Chirality, 4: 338-340.
9. Challener, C. A. 2001. Chiral Drugs, 1st, Aldershot, UK: Wiley.
10. Agrawal, Y. K., Bhatt, H. G., Raval, H. G., Oza, P. M., and, Gogoi, P. J. 2007. ChiralityA new era of therapeutics. Mini Rev. Med. Chem., 7: 451-460.
11. Allenmark, S. 1991. Chromatographic enantioseparation, methods and applications, 2nd, New York, New York, USA: Ellis Horwood.
12. Mutton, I. M. 1994. A practical approach to chiral separations by liquid chromatography. In Chiral Separations by Liquid Chromatography and Related Technologies, Edited by: Aboul-Enein, H. Y. and Wainer, I. W. New York, New York, USA: Marcel Dekker, Inc.
13. Bhushan, R., and, Martens, J. 2010. Amino Acids, Chromatographic Separation and Enantioresolution, New York, New York, USA: HNB Publishing.
14. Clark, B. J. 1994. Separations of enantiomeric compounds by chiral selectors in the mobile or solvent phase. In A practical approach to chiral separations by liquid chromatography, Edited by: Subramanian, G. Weinheim, Germany: VCA Verlag.
15. Armstrong, D. W. 1998. The evolution of chiral stationary phases for liquid chromatography. J. Chin. Chem. Soc., 45: 581-590. (Pubitemid 128433042)
16. Okamoto, Y., and, Yashima, E. 1997. Chromatographic e nantiomer separation on chiral polymers. In Chromatographic Separations Based on Molecular Recognition, Edited by: Jinno, K. New York, New York, USA: Wiley-VCH.
17. Millot, M. C. 2003. Separation of drug enantiomers by liquid chromatography and capillary electrophoresis, using immobilized proteins as chiral selectors. J. Chromatogr. B, 797: 131-159. (Pubitemid 37424028)
18. Krstulovic, A. M. 1989. Chiral Separations by HPLCApplications to pharmaceutical compounds, Chichester, UK: Ellis Horwood.
19. Ahuja, S. 1996. Chiral separations: applications and technology, Washington, USA: American Chemical Society.
20. Subramanian, G. 2001. Chiral Separation Techniques: A Practical Approach, 2nd completely revised and updated edition, Weinheim, Germany: Wiley-VCH.
21. Roussel, C., Del Rio, A., Pierrot-Sanders, J., Piras, P., and, Vanthuyne, N. 2004. Chiral liquid chromatography contribution to the determination of the absolute configuration of enantiomers. J. Chromatogr. A, 1037: 311-328. (Pubitemid 38591347)
22. Yashima, E. 2001. Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation. J. Chromatogr. A, 906: 105-125.
23. Davankov, V. A. 1980. Resolution of racemates by ligand exchange chromatography. In Advances in chromatography, Edited by: Giddings, J. C., Grushka, E., Cazes, J. and Brown, P. R. New York, New York, USA: Marcel Dekker.
24. Pirkle, W. H., and, Burke, J. A. 1991. Chiral stationary phase designed for-blockers. J. Chromatogr. A, 557: 173-185.
25. Hermansson, J. 1983. Direct liquid chromatographic resolution of racemic drugs using-1-acid glycoprotein as the chiral stationary phase. J. Chromatogr., 269: 71-80. (Pubitemid 14238648)
26. Domenici, E., Bertucci, C., Salvadori, P., Felix, G., Cahagne, I., Motellier, S., and, Wainer, I. W. 1990. Synthesis and chromatographic properties of an HPLC chiral. Stationary phase based upon human serum albumin. Chromatographia, 29: 170-176.
27. Armstrong, D. W., and, DeMond, W. 1984. Cyclodextrin bonded phases for the liquid chromatographic separation of optical, geometrical, and structural isomers. J. Chromatogr. Sci., 22: 411-415. (Pubitemid 14009851)
28. Pawlowska, M., Chen, S., and, Armstrong, D. W. 1993. Enantiomeric separation of fluorescent, 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate, tagged amino acids. J. Chromatogr., 641: 257-265. (Pubitemid 23200379)
29. Lindner, K. R., and, Mannschreck, A. 1980. Separation of enantiomers by high-pressure liquid chromatography on triacetylcellulose. J. Chromatogr., 193: 308-310.
30. Okamoto, Y., Aburatani, R., and, Hatada, K. 1988. Direct optical resolution of abscisic acid by high-performance liquid chromatography on cellulose tris(3,5-di-methylphenylcarbamate). J. Chromatogr., 448: 454-455.
31. Armstrong, D. W. Presented at the 45th Pittsburg Conference Abstracts. Pittcon. pp. 572
32. Armstrong, D. W., Tang, Y., Chen, S., Zhou, Y., Bagwill, C., and, Chen, J. R. 1994. Macrocyclic antibiotics as a new class of chiral selectors for liquid chromatography. Anal. Chem., 66: 1473-1484.
33. Armstrong, D. W., Rundlett, K. L., and, Reid, G. L. 1994. Use of a macrocyclic antibiotic, rifamycin B, and indirect. detection for the resolution of racemic amino alcohols by CE. Anal. Chem., 66: 1690-1695.
34. Armstrong, D. W., Liu, Y., and, Ekborg-Ott, K. H. 1995. A covalently bonded teicoplanin chiral stationary phase for HPLC enantioseparations. Chirality, 7: 474-497.
35. Berthod, A., Liu, Y., Bagwill, C., and, Armstrong, D. W. 1996. Facile liquid chromatographic enantioresolution of native amino acids and peptides using a teicoplanin chiral stationary phase. J. Chromatogr. A, 731: 123-137. (Pubitemid 26149015)
36. Ekborg-Ott, K. H., Liu, Y., and, Armstrong, D. W. 1998. Highly enantioselective HPLC separations using the covalently bonded macrocyclic antibiotic, ristocetin A, chiral stationary phase. Chirality, 10: 434-483. (Pubitemid 28350229)
37. Berthod, A., Yu, T., Kullman, J. P., Armstrong, D. W., Gasparrini, F., D'Acquarica, I., Misiti, D., and, Carotti, A. 2000. Evaluation of the macrocyclic glycopeptide A-40,926 as a high-performance liquid chromatographic chiral selector and comparison with teicoplanin chiral stationary phase. J. Chromatogr. A, 897: 113-129.
38. Berthod, A., Chen, X., Kullman, J. P., Armstrong, D. W., Gasparrini, F., D'Acquarica, I., Villani, C., and, Carotti, A. 2000. Role of the carbohydrate moieties in chiral recognition on teicoplanin-based LC stationary phases. Anal. Chem., 72: 1767-1780. (Pubitemid 30220168)
39. Shinbo, T., Yamaguchi, T., Nishimura, K., and, Sugiura, M. 1987. Chromatographic separation of racemic amino acids by use of chiral crown ether-coated reversed-phase packings. J. Chromatogr., 405: 145-153.
40. Hyun, M. H., Jin, S. J., and, Lee, W. 1998. Liquid chromatographic resolution of racemic amino acids and their derivatives on a new chiral stationary phase based on crown ether. J. Chromatogr. A, 822: 155-161. (Pubitemid 28428881)
41. Pirkle, W. H., Welch, C. J., and, Lamm, B. 1992. Design, synthesis, and evaluation of an improved enantioselective naproxen selector. J. Org. Chem., 57: 3854-3860.
42. Gasparrini, F., Misiti, D., and, Villani, C. 1992. Chromatographic optical resolution on trans-1,2-diaminocyclohexane derivatives: Theory and applications. Chirality, 4: 447-458.
43. Beesley, T. E., and, Scott, R. P. W. 1998. Chiral chromatography, New York, New York, USA: John Wiley & Sons.
44. Bojarski, J. 1999. Antibiotics as electrophoretic and chromatographic chiral selectors. Wiadom. Chemiczne, 53: 235-247.
45. Dolezalova, M., and, Tkaczykova, M. 2000. Kontrola enantiomern istoty léiv. Chemicke Listy, 94: 994-1002.
46. Ward, T. J., and, Farris, A. B. 2001. Chiral separations using the macrocyclic antibiotics: a review. J. Chromatogr. A, 906: 73-89.
47. Gasparrini, F., D'Acquarica, I., Misiti, D., Pierini, M., and, Villani, C. 2003. Natural and totally synthetic receptors in the innovative design of HPLC chiral stationary phases. Pure Applied Chem., 75: 407-412.
48. Aboul-Enein, H. Y., and, Ali, I. 2003. Macrocyclic glycopeptide antibiotics-based chiral stationary phases. In Chiral separations by liquid chromatography and related technologies, Edited by: Aboul-Enein, H.Y. and Wainer, I.W. New York, New York, USA: Marcel Dekker.
49. Dungelova, J., Lehotay, J., and, Rojkovicova, T. 2004. HPLC chiral separations utilising macrocyclic antibiotics A review. Chemia Analityczna, 49: 1-17. (Pubitemid 39107716)
50. Xiao, T. L., and, Armstrong, D. W. 2004. Enantiomeric separation by HPLC using macrocyclic glycopeptide-based chiral stationary phases. In Chiral separations. Methods and protocols, Edited by: Gbitz, G. and Schmid, M. G. Totowa, New Jersey, USA: Humana Press.
51. Ali, I., Kumerer, K., and, Aboul-Enein, H. Y. 2006. Mechanistic principles in chiral separations using liquid chromatography and capillary electrophoresis. Chromatographia, 63: 295-307.
52. Beesley, T. E., and, Lee, J. T. 2007. Chiral separation techniques, 3rd, Weinheim, Germany: Wiley-VCH.
53. Beesley, T. E., and, Lee, J. T. 2009. Method development strategy and applications update for Chirobiotic chiral stationary phases. J. Liquid Chrom. & Related Tech., 32: 1733-1767.
54. D'Acquarica, I., Gasparrini, F., Misiti, D., Pierini, M., and, Villani, C. 2008. HPLC chiral stationary phases containing macrocyclic antibiotics: practical aspects and recognition mechanism. Advances in Chromatogr., 46: 109-173.
55. Berthod, A. 2006. Chiral recognition mechanisms. Anal. Chem., 78: 2093-2099.
56. Berthod, A. 2009. Chiral recognition mechanisms with macrocyclic glycopeptide selectors. Chirality, 21: 167-175.
57. Berthod, A., Qiu, H. X., Staroverov, S. M., Kuznestov, M. A., and, Armstrong, D. W. 2010. Chiral recognition with macrocyclic glycopeptides: mechanisms and applications. In Chiral recognition in separation methods: mechanisms and applications, Edited by: Berthod, A. Heidelberg, Germany: Springer.
58. Lammerhofer, M. 2010. Chiral recognition by enantioselective liquid chromatography: mechanisms and modern chiral stationary phases. J. Chromatogr. A, 1217: 814-856.
59. Ilisz, I., Berkecz, R., and, Péter, A. 2006. HPLC separation of amino acid enantiomeres and small peptides on macrocyclic antibiotic-based chiral stationary phases: A review. J. Sep. Sci., 29: 1305-1321. (Pubitemid 44121998)
60. Ilisz, I., Berkecz, R., and, Péter, A. 2009. Retention mechanism of high-performance liquid chromatographic enantioseparation on macrocyclic glycopeptide-based chiral stationary phases. J. Chromatogr. A, 1216: 1845-1860.
61. Ilisz, I., Pataj, Z., and, Péter, A. 2010. Macrocyclic glycopeptide-based chiral stationary phases in high performance liquid chromatographic analysis of amino acid enantiomers and related analogs. In Macrocyclic Chemistry: New Research Developments, Edited by: Fitzpatrick, D. W. and Ulrich, H. J. Hauppauge, NY: Nova Science Publishers.
62. Wehrli, W., and, Staehelin, M. 1971. Actions of the rifamycins. Bacteriol. Rev., 35: 290-309.
63. Prelog, V., and, Oppolzer, W. 1973. Ansamycins, a novel class of microbial metabolism products. Helv. Chim. Acta, 56: 2279-2287.
64. Sensi, P., Margalith, P., and, Timbal, M. T. 1959. Rifomycin, a new antibiotic; preliminary report. Ed. Sci., 14: 146-147.
65. Balerna, M., Keller-Schierlein, W., Martius, C., Wolf, H., and, Zhner, H. 1969. Naphthomycin, an antimetabolite of vitamin K. Arch. Mikrobiol., 65: 303-317.
66. Wrona, I. E., Agouridas, V., and, Panek, J. S. 2008. Design and synthesis of ansamycin antibiotics. C. R. Chimie, 11: 1483-1522.
67. Floss, H. G., and, Yu, T. 1999. Lessons from the rifamycin biosynthetic gene cluster. Curr. Opin. Chem. Biol., 3: 592-597. (Pubitemid 29447496)
68. Barna, J. C. J., and, Williams, D. H. 1984. The structure and mode of action of glycopeptide antibiotics of the vancomycin group. Ann. Rev. Microbiol., 38: 339-357.
69. Jeffs, P. W., and, Nisbet, L. J. 1988. Glycopeptide antibiotics: a comprehensive approach to discovery, isolation, and structure determination. In Antibiotic inhibition of bacterial ceil surface assembly and function, Edited by: Actor, P., Daneo-Moore, L., Higgins, M. L., Salton, M. R. J. and Shockman, G. D. Washington, DC, USA: American Society for Microbiology.
70. Williams, D. H., Rajananda, V., Williamson, M. P., and, Bojesen, G. 1981. The vancomycin and ristocetin group of antibiotics. In Topics in antibiotic chemistry, Edited by: Sammes, P. G. Chichester, UK: Ellis Horwood.
71. Coller, B. S., and, Gralnick, H. R. 1977. Studies on the mechanism of ristocetin-induced platelet agglutination. Effects of structural modification of ristocetin and vancomycin. J. Clinic. Investig., 60: 302-312. (Pubitemid 8154136)
72. Parenti, F. 1986. Structure and mechanism of action of teicoplanin. J. Hosp. Infect., 7: 79-83. (Pubitemid 16103353)
73. Reynolds, P. E. (1989) Structure, biochemistry and mechanism of action of glycopeptide antibiotics. Eur. J. Clin. Microbiol. Infect. Dis., 8 943-950.
74. McGahren, W. J., Martin, J. H., Morton, G. O., Hargreaves, R. T., Leese, R. A., Lowell, F. M., Ellestad, G. A., O'Brien, E., and, Holker, J. S. E. 1980. Structure of avoparcin components. J. Am. Chem. Soc., 102: 1671-1684.
75. Barna, J. C. J., Williams, D. H., Stone, D. J. M., Leung, T. W. C., and, Dodrell, D. M. 1984. Structure elucidation of the teicoplanin antibiotics. J. Am. Chem. Soc., 106: 4895-4902. (Pubitemid 14028875)
76. Ekborg-Ott, K. H., Kullman, J. P., Wang, X., Gahm, K., He, L., and, Armstrong, D. W. 1998. Evaluation of the macrocyclic antibiotic avoparcin as a new chiral selector for HPLC. Chirality, 10: 627-660. (Pubitemid 28440730)
77. Malabarba, A., Nicas, T. I., and, Ciabattil, R. 1997. Glycopeptide resistance in multiple antibiotic-resistant Gram-positive bacteria: A current challenge for novel semi-synthetic glycopeptide derivatives. Eur. J. Med. Chem., 32: 459-478. (Pubitemid 27281629)
78. Lancini, G., and, Cavalleri, B. 1997. Glycopeptide antibiotics. In Biotechnology: products of secondary metabolism, Edited by: Rehm, H. J. and Re, G. Weinheim, Germany: VCH.
79. Gasper, M. P., Berthod, A., Nair, U. B., and, Armstrong, D. W. 1996. Comparison and modeling study of vancomycin, ristocetin A, and teicoplanin. Anal. Chem., 68: 2501-2514.
80. Beauregard, D. A., Williams, D. H., Gwynn, M. N., and, Knowles, D. J. C. 1995. Dimerization and membrane anchors in extracellular targeting of vancomycin group antibiotics. Antimicrob. Agents Chemother., 39: 781-785.
81. Tesarova, E., Tuzar, Z., Nesmerak, K., Bosakowa, Z., and, Gas, B. 2001. Study on the aggregation of teicoplanin. Talanta, 54: 643-653. (Pubitemid 32458485)
82. Brzezowska, M., Kucharczyk-Klaminska, M., Bernardi, F., Valensin, D., Gaggelli, N., Gaggelli, E., Valensin, G., and, Jezowska-Bojczuk, M. 2010. Cu(II) ion interaction with teicoplanin-vancomycin's analog. J. Inorg. Biochem., 104: 193-198.
83. Goldstein, B. P., Selva, E., Gastaldo, C., Berti, M., Pallanza, R., Ripamonti, F., Ferrari, P., Denaro, M., Arioli, V., and, Cassani, G. 1987. A40926, a new glycopeptide antibiotic with anti-neisseria activity. Antimicrob. Agents Chemother., 31: 1961-1966. (Pubitemid 18009569)
84. Beltrametti, F., Jovetic, S., Feroggio, M., Gastaldo, L., Selva, E., and, Marinelli, F. 2004. Valine influences production and complex composition of glycopeptide antibiotic A40926 in fermentations of Nonomuraea sp ATCC 39727. J. Antibiot., 57: 37-44. (Pubitemid 38208622)
85. D'Acquarica, H., Gasparrini, F., Misiti, D., Zappia, G., Cimarelli, C., Palmieri, G., Carotti, A., Cellamare, S., and, Villani, C. 2000. Application of a new chiral stationary phase containing the glycopeptide antibiotic A-40,926 in the direct chromatographic resolution of beta-amino acids. Tetrahedron: Asymmetry, 11: 2375-2385. (Pubitemid 30386969)
86. Fanali, S., Catarcini, P., Presutti, C., Stancanelli, R., and, Quaglia, M. G. 2003. Use of short-end injection capillary packed with a glycopeptide antibiotic stationary phase in electrochromatography and capillary liquid chromatography for the enantiomeric separation of hydroxy acids. J. Chromatogr. A, 990: 143-151. (Pubitemid 36293869)
87. Fanali, S., Catarcini, P., and, Presutti, C. 2003. Enantiomeric separation of acidic compounds of pharmaceutical interest by capillary electrochromatography employing glycopeptide antibiotic stationary phases. J. Chromatogr. A, 994: 227-232. (Pubitemid 36549108)
88. Busse, K. H., Oltrogge, K. M., Oxencis, C. J., and, Peppard, J. W. 2010. Dalbavancin: A review of its use in the treatment of gram-positive infections. Clinical Med. Insig.: Therapeutics, 2: 7-13.
89. Malabarba, A., and, Goldstein, B. P. 2005. Origin, structure, and activity in vitro and in vivo of dalbavancin. J. Antimicrob. Chemother., 55: 15-20.
90. Zhang, X. T., Bao, Y., Huang, K., Barnett-Rundlett, K. L., and, Armstrong, D. W. 2010. Evaluation of dalbavancin as chiral selector for HPLC and comparison with teicoplanin-based chiral stationary phases. Chirality, 22: 495-513.
91. Ge, M., Chen, Z., Onishi, H. R., Kohler, J., Silver, L. L., Kerns, R., Fukuzawa, S., Thompson, C., and, Kahne, D. 1999. Vancomycin derivatives that inhibit peptidoglycan biosynthesis without binding D-Ala-D-Ala. Science, 284: 507-511. (Pubitemid 29289628)
92. Xiao, T. L., Tesarova, E., Anderson, J. L., Egger, M., and, Armstrong, D. W. 2006. Evaluation and comparison of a methylated teicoplanin aglycone to teicoplanin aglycone and natural teicoplanin chiral stationary phases. J. Sep. Sci., 29: 429-445. (Pubitemid 43336854)
93. Sztaricskai, F., Harris, C. M., Neszmelyi, A., and, Harris, T. M. 1980. Structural studies of ristocetin A (ristomycin A): carbohydrate-aglycone linkages. J. Am. Chem. Soc., 102: 7093-7099. (Pubitemid 11219609)
94. McCormick, M. H., Stark, W. M., Pittenges, R. C., and, McGuire, J. M. 1956. Vancomycin, a new antibiotic. Antibiot. Annu., 1955-1956: 606-611.
95. Oswald, T. M., and, Ward, T. J. (1999) Enantioseparations with the macrocyclic antibiotic ristocetin a using a countercurrent process in CE. Chirality, 11 663-668. (Pubitemid 29446272)
96. Philip, J. E., Schenck, J. R., and, Hargie, M. P. 1956. Ristocetin A and B, two new antibiotics. Isolation and properties. Antibiot. Annu., 1956-1957: 699-705.
97. Howard, M. A., and, Firkin, B. G. 1971. Ristocetin A new tool in the investigation of platelet aggregation. Throm. Diath. Haemorrh., 26: 362-369.
98. Kalman, J. R., and, Williams, D. H. 1980. An NMR study of the structure of the antibiotic ristocetin A. The negative nuclear Overhauser effect in structure elucidation. J. Am. Chem. Soc., 102: 897-905. (Pubitemid 10099783)
99. Fehlner, J. R., Hutchinson, R. E. J., Tarbell, D. S., and, Schenck, J. R. 1972. Structure of ristocetin A. Proc. Natl. Acad. Sci., 69: 2420-2421.
100. Brant, M., Wingert, P., and, Hager, P. 1994. The end of antibiotics?. Newsweek, 123: 38-43.
101. Neu, H. C. 1992. The crisis in antibiotic resistance. Science, 257: 1064-1073.
102. Schfer, M., Schneider, T. R., and, Sheldrick, G. M. 1996. Crystal structure of vancomycin. Structure, 12: 1509-1515. (Pubitemid 27050282)
103. Best, G. K., Best, N. H., and, Durham, N. N. 1968. Chromatographic separation of the vancomycin complex. Antimicrob. Agents Chemother., 4: 115-119.
104. Diana, J., Visky, D., Roets, E., and, Hoogmartens, J. 2003. Development and validation of an improved method for the analysis of vancomycin by liquid chromatography. Selectivity of reversed-phase columns towards vancomycin components. J. Chromatogr. A, 996: 115-131. (Pubitemid 36627797)
105. Gao, W., Zhang, S., Liu, H., Zhang, Y., Diao, M., Han, H., and, Du, L. 2004. Ototoxicity of a new glycopeptide, norvancomycin with multiple intravenous administrations in guinea pigs. J. Antibiot., 57: 45-51. (Pubitemid 38208623)
106. Ding, G. S., Liu, Y., Cong, R. Z., and, Wang, J. D. 2004. Chiral separation of enantiomers of amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase. Talanta, 62: 997-1003.
107. Ghassempour, A., Abdollahpour, A., Tabar-Heydar, K., Nabid, M. R., Mansouri, S., and, Aboul-Enein, H. Y. 2005. Crystalline degradation products of vancomycin as a new chiral stationary phase for liquid chromatography. Chromatographia, 61: 151-155. (Pubitemid 40310773)
108. Berthod, A., Nair, U. B., Bagwill, C., and, Armstrong, D. W. 1996. Derivatized vancomycin stationary phases for LC chiral separations. Talanta, 43: 1767-1782. (Pubitemid 26351356)
109. Strege, M. A., Huff, B. E., and, Risley, D. S. 1996. Evaluation of macrocyclic antibiotic A82846B as a chiral selector for capillary electrophoresis separations. LC-GC, 14: 144-150.
110. Sharp, V. S., Risley, D. S., McCarthy, S., Huff, B. E., and, Strege, M. A. 1997. Evaluation of a new macrocyclic antibiotic as a chiral selector for use in capillary electrophoresis. J. Liq. Chromatogr., 20: 887-895.
111. Sharp, V. S., and, Risley, D. S. 1999. Evaluation of the macrocyclic antibiotic LY333328 as a chiral selector when used as a mobile phase additive in narrow bore HPLC. Chirality, 11: 75-81. (Pubitemid 29016336)
112. Sharp, V. S., Letts, M. N., Risley, D. S., and, Rose, J. P. 2004. Enantiomeric separation of dansyl amino acids using macrocyclic antibiotics as chiral mobile phase additives by narrow-bore high-performance liquid chromatography. Chirality, 16: 153-161. (Pubitemid 38295844)
113. Heck, A. J. R., Bonnici, P. J., Breukink, E., Morris, D., and, Wills, M. 2001. Modification and inhibition of vancomycin group antibiotics by formaldehyde and acetaldehyde. Chemistry (Weinheim), 7: 910-916. (Pubitemid 32182660)
114. Gause, G. F., Brazhnikova, M. G., Lomakina, N. N., Berdnikova, T. F., Fedorova, G. B., Tokareva, N. L., Borisova, V. N., and, Batta, G. Y. 1989. EremomycinNew glycopeptide antibiotic: chemical properties and structure. J. Antibiot., 42: 1790-1799. (Pubitemid 20020847)
115. Berdnikova, T. F., Shashkov, A. S., Katrukha, G. S., Lapchinskaya, O. A., Yurkevich, N. V., Grachev, A. A., and, Nifant'ev, N. E. 2009. The structure of antibiotic eremomycin B. Russian J. Bioorg. Chem., 2009 (35): 497-503.
116. Petrusevska, K., Kuznetsov, M. A., Gedicke, K., Meshko, V., Staroverov, S. M., and, Sidel-Morgenstern, A. 2006. Chromatographic enantioseparation of amino acids using a new chiral stationary phase based on a macrocyclic glycopeptide antibiotic. J. Sep. Sci., 29: 1447-1457. (Pubitemid 44122013)
117. Staroverov, S. M., Kuznetsov, M. A., Nesterenko, P. N., Vasiarov, G. G., Katrukha, G. S., and, Fedorova, G. B. 2006. New chiral stationary phase with macrocyclic glycopeptide antibiotic eremomycin chemically bonded to silica. J. Chromatogr. A, 1108: 263-267. (Pubitemid 43255383)
118. Nadkarni, S. R., Patel, M.V., Chatterjee, S., Vijayakumar, E. K., Desikan, K. R., Blumbach, J., Ganguli, B. N., and, Limbert, M. 1994. Balhimycin, a new glycopeptide antibiotic produced by Amycolatopsis sp. Y-86,21022. Taxonomy, production, isolation and biological activity. J. Antibiot., 47: 334-341. (Pubitemid 24106524)
119. Chatterjee, S., Vijayakumar, E. K. S., Nadkarni, S. R., Patel, M. V., Blumbach, J., and, Ganguli, B. N. 1994. Balhimycin, a new glycopeptide antibiotic with an unusual hydrated 3-amino-4-oxoaldopyranose sugar moiety. J. Org. Chem., 59: 3480-3484. (Pubitemid 24249958)
120. Pelzer, S., Smuth, R., Heckmann, D., Recktenwald, J., Huber, P., Jung, G., and, Wohlleben, W. 1999. Identification and analysis of the balhimycin biosynthetic gene cluster and its use for manipulating glycopeptide biosynthesis in Amycolatopsis Mediterranei DSM5908. Antimicrob. Agents Chemother., 43: 1565-1573. (Pubitemid 29331229)
121. Kang, J. W., Bischoff, D., Jiang, Z. J., Bister, B., Sussmuth, R. D., and, Schurig, V. 2004. A mechanistic study of enantiomeric separation with vancomycin and balhimycin as chiral selectors by capillary electrophoresis. Dimerization and enantioselectivity. Anal. Chem., 76: 2387-2392. (Pubitemid 38496083)
122. Jiang, Z. G., Kang, J. W., Bischoff, D., Bister, B., Sussmuth, R. D., and, Schurig, V. 2004. Evaluation of balhimycin as a chiral selector for enantioresolution by capillary. electrophoresis. Electrophoresis, 27: 2687-2692. (Pubitemid 39236499)
123. Jiang, Z. J., Bertazzo, M., Sussmuth, R. D., Yang, Z. H., Smith, N. W., and, Schurig, V. 2006. Highlighting the role of the chlorine substituents in the glycopeptide antibiotic balhimycin for chiral recognition in capillary electrophoresis. Electrophoresis, 27: 1154-1162.
124. Trelli-Seifert, L. A., and, Risley, D. S. 1998. Capillary electrophoretic enantiomeric separations of nonsteroidal anti-inflammatory compounds using the macrocyclic antibiotic actaplanin A and 2-methoxyethanol. J. Liq. Chromatogr., 21: 299-313. (Pubitemid 28144165)
125. Nair, U. B., Armstrong, D. W., and, Hinze, W. L. 1998. Hinze characterization and evaluation of d-(+)-tubocurarine chloride as a chiral selector for capillary electrophoretic enantioseparations. Anal. Chem., 70: 1059-1065.
126. Bhushan, R., and, Parshad, V. 1996. Thin-layer chromatographic separation of enantiomeric dansylamino acids using a macrocyclic antibiotic as a chiral selector. J. Chromatogr. A, 736: 235-238. (Pubitemid 26200713)
127. Donovick, R., Pagano, J. F., Stout, H. A., and, Weinstein, M. J. 1955. Thiostrepton, a new antibiotic. I. In vitro studies. Antibiot Annu., 3: 554-559.
128. Anderson, B., Crowfoot Hodgkin, D., and, Viswamitra, M. A. 1970. The structure of thiostrepton. Nature, 225: 223-235.
129. Nicolaou, K. C., Safina, B. S., Zak, M., Lee, S. H., Nevalainen, M., Bella, M., Estrada, A. A., Funke, C., Zecri, F. J., and, Bulat, S. 2005. Total synthesis of thiostrepton. Assembly of key building blocks and completion of the synthesis. J. Am. Chem. Soc., 127: 11176-11183. (Pubitemid 41129894)
130. Nicolaou, K. C., Safina, B. S., Zak, M., Lee, S. H., Nevalainen, M., Bella, M., Estrada, A. A., Funke, C., Zecri, F. J., and, Bulat, S. 2005. Total synthesis of thiostrepton. Retrosynthetic analysis and construction of key building blocks. J. Am. Chem. Soc., 127: 11159-11175. (Pubitemid 41129893)
131. Liao, R., Duan, L., Lei, C., Pan, H., Ding, Y., Zhang, Q., Chen, D., Shen, B., Yu, Y., and, Liu, W. 2009. Thiopeptide biosynthesis featuring ribosomally synthesized precursor peptides and conserved posttranslational modifications. Chem. Biol., 16: 141-147.
132. Kelly, W. L., Pan, L., and, Li, C. 2009. Thiostrepton biosynthesis: prototype for a new family of bacteriocins. J. Am. Chem. Soc., 131: 4327-4334.
133. Kwok, J. M., Myatt, S. S., Marson, C. M., Coombes, R. C., Constantinidou, D., and, Lam, E. W. 2008. Thiostrepton selectively targets breast cancer cells through inhibition of forkhead box M1 expression. Mol. Cancer Ther., 7: 2022-2032.
134. Schatz, A., and, Waksman, S. A. 1944. Effect of streptomycin and other antibiotic substances upon Mycobacterium tuberculosis and related organisms. Proc. Soc. Exp. Biol. Med., 57: 244-248.
135. Hermann, T. 2007. Aminoglycoside antibiotics: old drugs and new therapeutic approaches. Cell. Mol. Life Sci., 64: 1841-1852. (Pubitemid 47096588)
136. Padilla, I. M. G., and, Burgos, L. 2010. Aminoglycoside antibiotics: structure, functions and effects on in vitro plant culture and genetic transformation protocols. Plant. Cell. Rep., 29: 1203-1213.
137. Ernst-Cabrera, K., and, Wilchek, M. 1986. Silica containing primary hydroxyl groups for high performance affinity chromatography. Anal. Biochem., 159: 267-272. (Pubitemid 17003900)
138. Svensson, L. A., Karlsson, K. E., Karlsson, A., and, Vessman, J. 1998. Immobilized vancomycin as chiral stationary phase in packed capillary liquid chromatography. Chirality, 10: 273-280. (Pubitemid 28104099)
139. Dnnecke, J., Svensson, L. A., Gyllenhaal, O., Karlsson, K. E., Karlsson, A., and, Vessman, J. 1999. Evaluation of a vancomycin chiral stationary phase in packed capillary supercritical fluid chromatography. J. Microcol. Sep., 11: 521-533. (Pubitemid 129547418)
140. Svensson, L. A., Dnnecke, J., Karlsson, K. E., Karlsson, A., and, Vessman, J. 1999. Vancomycin based chiral stationary phases for micro column liquid chromatography. Chirality, 11: 121-128. (Pubitemid 29053048)
141. Wikstrm, H., Svensson, L. A., Torstensson, A., and, Owens, P. K. 2000. Immobilisation and evaluation of a vancomycin chiral stationary phase for capillary electrochromatography. J. Chromatogr. A, 869: 395-409. (Pubitemid 30066417)
142. Desiderio, C., Aturki, Z., and, Fanali, S. 2001. Use of vancomycin silica stationary phase in packed capillary electrochromatography I. Enantiomer separation of basic compounds. Electrophoresis, 22: 535-543. (Pubitemid 32166578)
143. Svensson, L. A., and, Owens, P. K. 2000. Enantioselective supercritical fluid chromatography using ristocetin A chiral stationary phases. Analyst, 125: 1037-1039. (Pubitemid 30392234)
144. D'Acquarica, I. 2000. New synthetic strategies for the preparation of novel chiral stationary phases for high-performance liquid chromatography containing natural pool selectors. J. Pharm. Biomed. Anal., 23: 3-13. (Pubitemid 30394546)
145. 2004. Chirobiotic Handbook, 5th, Whippany, NJ, USA: Astec, Advanced Separation Technologies Inc.
146. Hrobonova, K., Lehotay, J., Cizmarikova, R., and, Armstrong, D. W. 2001. Study of the mechanism of enantioseparation. I. Chiral analysis of alkylamino derivatives of aryloxypropanols by HPLC using macrocyclic antibiotics as chiral selectors. J. Liquid Chrom. & Related Tech., 24: 2225-2237. (Pubitemid 32830430)
147. Kalikova, K., Lokajova, J., and, Tesarova, E. 2006. Linear free energy relationship as a tool for characterization of three teicoplanin-based chiral stationary phases under various mobile phase compositions. J. Sep. Sci., 29: 1476-1485. (Pubitemid 44122016)
148. Berthod, A., Mitchell, C. R., and, Armstrong, D. W. 2007. Could linear solvation energy relationships give insights into chiral recognition mechanisms? 1.-and charge interaction in the reversed versus the normal phase mode. J. Chromatogr. A, 1166: 61-69. (Pubitemid 47361154)
149. Mitchell, C. R., Armstrong, D. W., and, Berthod, A. 2007. Could linear solvation energy relationships give insights into chiral recognition mechanisms? 2. Characterization of macrocyclic glycopeptide stationary phases. J. Chromatogr. A, 1166: 70-78. (Pubitemid 47361153)
150. El Deeb, S. 2010. Evaluation of a Vancomycin-based LC column in enantiomeric separation of atenolol: Method development, repeatability study and enantiomeric impurity determination. Chromatographia, 71: 783-787.
151. Agon, P., Goethals, P., Van Haver, D., and, Kaufman, J. M. 1991. Permeability of the blood-brain barrier for atenolol studied by positron emission tomography. J. Pharm. Pharmacol., 43: 597-600.
152. Raskin, J., Wiltse, C. G., Siegal, A., Sheikh, J., Xu, J., Dinkel, J. J., Rotz, B. T., and, Mohs, R. C. 2007. Efficacy of duloxetine on cognition, depression, and pain in elderly patients with major depressive disorder: An 8-week, double-blind, placebo-controlled trial. Am. J. Psychiatry, 164: 900-909. (Pubitemid 46972905)
153. Yang, J., Lu, X. M., Bi, Y. J., Qin, F., and, Li, F. M. 2007. Chiral separation of duloxetine and its R-enantiomer by LC. Chromatographia, 66: 389-393. (Pubitemid 47373321)
154. Winblad, B., Grossberg, G., Frolich, L., Farlow, M., Zechner, S., Nagel, J., and, Lane, R. 2007. Ideal: a 6-month, double-blind, placebo-controlled study of the first skin patch for Alzheimer disease. Neurology, 69: 14-22.
155. Xu, Z., Zhou, N., Xu, X., and, Xu, X. X. 2007. Enantioseparation of rivastigmine by high performance liquid chromatography using vancomycin chiral stationary phase. Chinese J. Anal. Chem., 35: 1043-1046.
156. Zuo, Z., Wo, S. K., Lo, C. M. Y., Zhou, L., Cheng, G., and, You, J. H. S. 2010. Simultaneous measurement of S-warfarin, R-warfarin, S-7-hydroxywarfarin and R-7-hydroxywarfarin in human plasma by liquid chromatography-tandem mass spectrometry. J. Pharm. Biomed. Anal., 52: 305-310.
157. Malakova, J., Pavek, P., Svecova, L., Jokesova, I., Zivny, P., and, Palicka, V. 2009. New high-performance liquid chromatography method for the determination of (R)-warfarin and (S)-warfarin using chiral separation on a glycopeptide-based stationary phase. J. Chromatogr. B, 877: 3226-3230.
158. Yardley, J. P., Husbands, G. E., Stack, G., Butch, J., Bicksler, J., Moyer, J. A., Muth, E. A., Andree, T. H., Fletcher, H., James, M. N. G., and, Sielecki, A. R. 1990. 2-Phenyl-2-(1-hydroxycycloalkyl)ethylamine derivatives: synthesis and antidepressant activity. J. Med. Chem., 33: 2899-2905. (Pubitemid 20312162)
159. Liu, W., Wang, F., and, Li, H. 2007. Simultaneous stereoselective analysis of venlafaxine and O-desmethylvenlafaxine enantiomers in human plasma by HPLC-ESI/MS using a vancomycin chiral column. J. Chromatogr. B, 850: 183-189. (Pubitemid 46618160)
160. Zhao, J., Golozoubova, V., Cannon, B., and, Nedergaard, J. 2001. Arotinolol is a weak partial agonist on beta 3-adrenergic receptors in brown adipocytes. Can. J. Physiol. Pharmacol., 79: 585-593. (Pubitemid 32747868)
161. Hefnawy, M. M., and, Al-Shehri, M. M. 2010. Chiral stability-indicating HPLC method for analysis of arotinolol in pharmaceutical formulation and human plasma. Arabian J. Chem., 3: 147-153.
162. Hefnawy, M. M, Sultan, M. A., and, Al-Shehri, M. M. 2007. HPLC separation technique for analysis of bufuralol enantiomers in plasma and pharmaceutical formulations using a vancomycin chiral stationary phase and UV detection. J. Chromatogr. B, 856: 328-336. (Pubitemid 47302934)
163. Mojtahedi, M. M., Chaiavi, S., Ghassempour, A., Tabar-Heydar, K., Sharif, S. J. G., Malekzadeh, M., and, Aboul-Enein, H. Y. 2007. Chiral separation of three agrochemical toxins enantiomers by high-performance liquid chromatography on a vancomycin crystalline degradation products-chiral stationary phase. Biomed. Chrom., 21: 234-240. (Pubitemid 46477463)
164. Boesten, J. M. M., Berkheij, M., Schoemaker, H. E., Hiemstra, H., and, Duchateau, A. L. L. 2006. Enantioselective high-performance liquid chromatographic separation of N-methyloxycarbonyl unsaturated amino acids on macrocyclic glycopeptide stationary phases. J. Chromatogr. A, 1108: 26-30. (Pubitemid 43202627)
165. Honetschlagerova, V. M., Srkalova, S., Bosakova, Z., Coufal, P., and, Tesarova, E. 2009. Comparison of enantioselective HPLC separation of structurally diverse compounds on chiral stationary phases with different teicoplanin coverage and distinct linkage chemistry. J. Sep. Sci., 32: 1704-1711.
166. Poplewska, K. R., Pitkowski, W., Seidel-Morgenstern, A., and, Antos, D. 2007. Influence of preferential adsorption of mobile phase on retention behavior of amino acids on the teicoplanin chiral selector. J. Chromatogr. A, 1173: 58-70. (Pubitemid 350046576)
167. Haroun, M., Ravelet, C., Grosset, C., Ravel, A., Villet, A., and, Peyrin, E. 2006. Reversal of the enantiomeric elution order of some aromatic amino acids using reversed-phase chromatographic supports coated with the teicoplanin chiral selector. Talanta, 68: 1032-1036. (Pubitemid 43052524)
168. Pataj, Z., Ilisz, I., Aranyi, A., Forro, E., Fulop, F., Armstrong, D. W., and, Péter, A. 2010. LC Separation of-Amino Acid Enantiomers. Chromatographia, 71: 13-19.
169. Berkecz, R., Ilisz, I., Benedek, G., Fulop, F., Armstrong, D. W., and, Péter, A. 2009. High-performance liquid chromatographic enantioseparation of 2-aminomono-and dihydroxycyclopentanecarboxylic and 2- aminodihydroxycyclohexanecarboxylic acids on macrocyclic glycopeptide-based phases. J. Chromatogr. A, 1216: 927-932.
170. Sipos, L., Ilisz, I., Pataj, Z., Szakonyi, Z., Fulop, F., Armstrong, D. W., and, Péter, A. 2010. High-performance liquid chromatographic enantioseparation of monoterpene-based 2-amino carboxylic acids on macrocyclic glycopeptide-based phases. J. Chromatogr. A, 1217: 6956-6963.
171. Bechtold, M., Felinger, A., Held, M., and, Panke, S. 2007. Adsorption behavior of a teicoplanin aglycone bonded stationary phase under harsh overload conditions. J. Chromatogr. A, 1154: 277-286. (Pubitemid 46843050)
172. Crofford, L. J., Rowbotham, M. C., Mease, P. J., Russell, I. J., Dworkin, R. H., Corbin, A. E., Young, J. P., LaMoreaux, L. K., Martin, S. A., and, Sharma, U. 2005. Pregabalin for the treatment of fibromyalgia syndrome: results of a randomized, double-blind, placebo-controlled trial. Arthritis Rheum, 52: 1264-1273. (Pubitemid 40530135)
173. Zhang, Y. Z., Holliman, C., Tang, D., Fast, D., and, Michael, S. 2008. Development and validation of a direct enantiomeric separation of pregabalin to support isolated perfused rat kidney studies. J. Chromatogr. B, 875: 148-153.
174. Al-Majed, A. A. 2009. A direct HPLC method for the resolution and quantitation of the R-()-and S-(+)-enantiomers of vigabatrin (-vinyl-GABA) in pharmaceutical dosage forms using teicoplanin aglycone chiral stationary phase. J. Pharm. Biomed. Anal., 50: 96-99.
175. Svanfelt, J., Eriksson, J., and, Kronberg, L. 2010. Analysis of thyroid hormones in raw and treated waste water. J. Chromatogr. A, 1217: 6469-6474.
176. Koidl, J., Hodl, H., Schmid, M. G., Neubauer, B., Konrad, M., Petschauer, S., and, Gubitz, G. Enantiorecognition of triiodothyronine and thyroxine enantiomers using different chiral selectors by HPLC and micro-HPLC. J. Biochem. Biophysical Meth., 70 1254-1260.
177. Bhring, K. U., Sailer, H., Faro, H. P., Leopold, G., Pabst, J., and, Garbe, A. 1986. Pharmacokinetics and metabolism of bisoprolol-14C in three animal species and in humans. J. Cardiovasc. Pharmacol., 11: 21-28.
178. Hefnawy, M. M., Sultan, M. A. A., and, Al-Shehri, M. M. 2007. Enantioanalysis of bisoprolol in human plasma with a macrocyclic antibiotic HPLC chiral column using fluorescence detection and solid phase extraction. Chem. Pharm. Bulletin, 55: 227-230.
179. Rojkovicova, T., Lehotay, J., Armstrong, D. W., and, Cizmarik, J. 2006. Study of the mechanism of enantioseparation. part XII. comparison study of thermodynamic parameters on separation of phenylcarbamic acid derivatives by HPLC using macrocyclic glycopeptide chiral stationary phases. J. Liq. Chrom. Rel. Techn., 29: 2615-2624. (Pubitemid 44395580)
180. Hrobonova, K., Lehotay, J., and, Cizmarikova, R. 2005. HPLC separation of enantiomers of some potential beta-blockers of the aryloxyaminopropanol type using macrocyclic antibiotic chiral stationary phases-Studies of the mechanism of enantioseparation, part XI. Pharmazie, 60: 888-891. (Pubitemid 41820752)
181. Sweetman, S.C. 2009. Bronchodilators and Anti-asthma Drugs. In Martindale: The complete drug reference, 36th, London, UK: Pharmaceutical Press.
182. Luo, W., Zhu, L., Deng, J., Liu, A., Guo, B., Tan, W., and, Dai, R. 2010. Simultaneous analysis of bambuterol and its active metabolite terbutaline enantiomers in rat plasma by chiral liquid chromatography-tandem mass spectrometry. J. Pharm. Biomed. Anal., 52: 227-231.
183. Aparasu, R. R., Jano, E., Johnson, M. L., and, Chen, H. 2008. Hospitalization risk associated with typical and atypical antipsychotic use in community-dwelling elderly patients. Am. J. Geriatr. Pharmacother., 6: 198-204.
184. Jiang, H., Lia, Y., Pelzera, M., Cannona, J. M., Randletta, C., Jungaa, H., Jianga, X., Qin, C., and, Ji, C. Q. 2008. Determination of molindone enantiomers in human plasma by high-performance liquid chromatography-tandem mass spectrometry using macrocyclic antibiotic chiral stationary phases. J. Chromatogr. A, 1192: 230-238.
185. Wolf, J. E., Shander, D., Huber, F., Jackson, J., Lin, C. S., Mathes, B. M., and, Schrode, K. 2007. Randomized, double-blind clinical evaluation of the efficacy and safety of topical eflornithine HCl 13.9% cream in the treatment of women with facial hair. Int. J. Dermatol., 46: 94-98. (Pubitemid 46029734)
186. Malma, M., and, Bergqvista, Y. 2007. Determination of eflornithine enantiomers in plasma, by solid-phase extraction and liquid chromatography with evaporative light-scattering detection. J. Chromatogr. B, 846: 98-104.
187. Mericko, D., Lehotay, J., and, Skacani, I. 2006. Effect of temperature on retention and enantiomeric separation of chiral sulfoxides using teicoplanin aglycone chiral stationary phase. J. Liq. Chrom. Rel. Techn., 29: 623-638. (Pubitemid 43323283)
188. Mericko, D., Lehotay, J., and, Skacani, I. 2007. Separation and thermodynamic studies of chiral sulfoxides on teicoplanin-based stationary phase. J. Liq. Chrom. Rel. Techn., 30: 1401-1420. (Pubitemid 46569358)
189. Mericko, D., Lehotay, J., and, Cizmarik, J. 2008. Enantioseparation of chiral sulfoxides using teicoplanine chiral stationary phases and kinetic study of decomposition in human plasma. Pharmazie, 63: 854-859.
190. Villani, C., Laleu, B., Mobian, P., and, Lacour, J. 2007. Effective HPLC resolution of (4) heterohelicenium dyes on chiral stationary phases using reversed-phase eluents. Chirality, 19: 601-606. (Pubitemid 47075987)
191. Sun, P., Krishnan, A., Yadav, A., MacDonnell, F. M., and, Armstrong, D. W. 2008. Enantioseparations next term of chiral ruthenium(II) polypyridyl complexes using HPLC with macrocyclic glycopeptide chiral stationary phases (CSPs). J. Molecular Structure, 890: 75-80.
192. Zhang, L., Gedicke, K., Kuznetsov, M. A., Staroverov, S. M., and, Seidel-Morgenstern, A. 2007. Application of an eremomycin-chiral stationary phase for the separation of dl-methionine using simulated moving bed technology. J. Chromatogr. A, 1162: 90-96. (Pubitemid 47126452)