CAS No 1405-87-4 , Bacitracin

Title: Bacitracin
CAS Registry Number: 1405-87-4
Trademarks: Ak-Tracin (Akorn); Baciim (Pharma-Tek); Fortracin (CPC); Ocu-Tracin (Ocumed)
Literature References: Antibiotic polypeptide complex produced by Bacillus subtilis and B. licheniformis; mixture of at least nine bacitracins of which bacitracin A is the major component. Isoln: Johnson et al., Science 102, 376 (1945); Anker et al., J. Bacteriol. 55, 249 (1948). Purification of bacitracin by carrier displacement method: Porath, Acta Chem. Scand. 6, 1237 (1952). Purification with ion exchange resin: Chaiet, Cochrane, US 2915432 (1959 to Merck & Co.). Production: Johnson, Meleney, US 2498165 (1950 to the U.S. Secy. of War); Freaney, Allen, US 2828246 (1958 to Commercial Solvents). Solubilities: Weiss et al., Antibiot. Chemother. 7, 374 (1957). Preliminary structure studies: Hausmann et al., J. Am. Chem. Soc. 77, 723 (1955); Lockhart et al., Biochem. J. 61, 534 (1955); Stoffel, Craig, J. Am. Chem. Soc. 83, 145 (1961). Structure of bacitracin A: Ressler, Kashelikar, ibid. 88, 2025 (1966); Galardy et al., Biochemistry 10, 2429 (1971). Synthetic studies: Munekata et al., Bull. Chem. Soc. Jpn. 46, 3187, 3835 (1973). Mechanism of action: Storm, Ann. N.Y. Acad. Sci. 235, 387 (1974). Comprehensive description: G. A. Brewen, Anal. Profiles Drug Subs. 9, 1-69 (1980). Reviews: Craig et al., "Bacitracin" in G. E. W. Wolstenholme, C. M. O'Connor, Ciba Foundation Symposium on Amino Acids and Peptides with Antimetabolic Activity (Little, Brown, Boston, 1958) pp 226-246; E. D. Weinberg in Antibiotics, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) I, pp 90-99; II, pp 240-245; D. R. Storm, W. A. Toscano, Jr. in Antibiotics vol. 5, pt. 1, F. E. Hahn, Ed. (Springer-Verlag, New York, 1979) pp 1-17.
Properties: Grayish-white powder. Very bitter taste. Sol in water, alcohol. Practically insol in ether, chloroform, acetone. Stable in acid soln; unstable in alkaline solns. Potency loss probably due to transformation of bacitracin A to bacitracin F, latter having little antimicrobial activity.
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Antibiotics); Polypeptides.