933. Bacilysin

Nomenclature

CAS number: 29393-20-2
[1R-(1α,2β,6α)]-N-l-Alanyl-3-(5-oxo-7-oxabicyclo[4.1.0]hept-2-yl)-l-alanine; α-[(2-amino-1-oxopropyl)amino]-5-oxo-7-oxabicyclo[4.1.0]heptane-2-propanoic acid; α-(2-aminopropionamido)-5-oxo-7-oxabicyclo[4.1.0]heptane-2-propionic acid, stereoisomer; bacillin; tetaine.
C12H18N2O5; mol wt 270.28.
C 53.33%, H 6.71%, N 10.36%, O 29.60%.

Description and references

Antibiotic produced by the soil bacillus NCTC 7197: Gilliver et al., in Antibiotics vol. I, Florey et al., Eds. (Oxford, 1949) p 458. Production by Bacillus subtilis and purification: Rogers et al., Biochem. J. 97, 573 (1965). Identity with tetaine: K. Kaminski, T. Sololowska, J. Antibiot. 26, 184 (1973). Identity with bacillin: K. Atsumi et al., ibid. 28, 77 (1975). Improved isoln: Walker, Abraham, Biochem. J. 118, 557 (1970). Structural study: Rogers et al., ibid. 97, 579 (1965). Final structure: Walker, Abraham, ibid. 118, 563 (1970).

Chemical structure

Properties

White amorphous powder. Freely sol in water; sol in 80% alc; sparingly sol in abs alc. Stable in aq soln at 100° for 5 min at pH 7; becomes inactive at pH 2 or pH 9.