Circulins

Title: Circulins
Literature References: Polypeptide antibiotics related to polymyxins. Produced by Bacillus circulans, a microorganism found in soil and dust: Murray, Tetrault, Proc. Soc. Am. Bact. 1, 20 (1948); McLeod, J. Bacteriol. 56, 749 (1948); Murray et al., ibid. 57, 305 (1949). Isoln yields circulins A and B, circulin A being the major component: Tetrault, US 2676133 (1954 to Purdue Res. Found.). Review: Vogner, Studer, Experientia 22, 345 (1966).
Derivative Type: Circulin A
Molecular Formula: C53H100N16O13
Molecular Weight: 1169.46
Percent Composition: C 54.43%, H 8.62%, N 19.16%, O 17.79%
Literature References: Structure: Fujikawa et al., Experientia 21, 307 (1965). Synthesis: Studer et al., Helv. Chim. Acta 49, 974 (1966).
Derivative Type: Sulfate
Molecular Formula: C53H100N16O13.2½H2SO4
Molecular Weight: 1414.66
Percent Composition: C 45.00%, H 7.48%, N 15.84%, O 26.01%, S 5.67%
Properties: Crystals or amorphous solid, dec 226-228°. [a]D25 -61.6° (c = 1.25). Sol in water; less sol in the lower alcs. Practically insol in acetone and water-immiscible solvents.
Optical Rotation: [a]D25 -61.6° (c = 1.25)
Derivative Type: Circulin B
Molecular Formula: C52H98N16O13
Molecular Weight: 1155.43
Percent Composition: C 54.05%, H 8.55%, N 19.40%, O 18.00%
Literature References: Structure: Hayashi et al., Experientia 24, 656 (1968).
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