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CAS No 1405-87-4 , Bacitracin

  • Name: Bacitracin
  • Synonyms: N-[[(4R)-2-[(1S,2S)-1-Amino-2-methylbutyl]-4,5-dihydro-4-thiazolyl]carbonyl]-L-leucyl-D-alpha-glutamyl-L-isoleucyl-L-lysyl-D-ornithyl-L-isoleucyl-D-phenylalanyl-L-histidyl-D-alpha-aspartyl-L-asparagine (10.4)-lactam; Ayfivin; Penitracin; Topitracin; Altracin; Fortracin; Citracin; Baciquent;Bacitracin;Agfivin; Zutracin;
  • CAS Registry Number:
  • Melting Point: 221-225 ºC
  • Density: 1.43 g/cm3
  • Refractive index: 1.655
  • Safety Statements: S24/25
  • Hazard Symbols: Xn
  • EINECS: 215-786-2
  • Molecular Weight: 1422.69
  • InchiKey: VRKHYMXTJQCIND-UHFFFAOYSA-N
  • InChI: InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)58(92)75-42(22-23-50(85)86)57(91)82-53(36(7)10-2)64(98)71-25-16-15-20-40-55(89)73-41(21-17-24-67)56(90)83-54(37(8)11-3)65(99)80-44(27-38-18-13-12-14-19-38)59(93)77-45(28-39-31-70-33-72-39)60(94)79-47(30-51(87)88)62(96)78-46(29-49(68)84)61(95)74-40/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,98)(H,73,89)(H,74,95)(H,75,92)(H,76,97)(H,77,93)(H,78,96)(H,79,94)(H,80,99)(H,82,91)(H,83,90)(H,85,86)(H,87,88)
  • Risk Statements: S24/25
  • Molecular Formula: C66H103N17O16S
  • Molecular Structure:CAS No:1405-87-4 Bacitracin

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References of 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.