50935-71-2
Chemical Structure
Kirromycin
Synonym(s): Mocimycin; Delvomycin
- CAS No.: 50935-71-2
- Formula:C43H60N2O12
- Molecular Weight:796.94
IUPAC Name: (S)-N-((2E,4E,6S,7R)-7-((2S,3S,4R,5R)-3,4-dihydroxy-5-((1E,3E,5E)-7-(4-hydroxy-2-oxo-1,2-dihydropyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trien-1-yl)tetrahydrofuran-2-yl)-6-methoxy-5-methylocta-2,4-dien-1-yl)-2-((2R,3R,4R,6S)-2,3,4-trihydroxy-5,5-dimethyl-6-((1E,3Z)-penta-1,3-dien-1-yl)tetrahydro-2H-pyran-2-yl)butanamide
InChIKey: HMSYAPGFKGSXAJ-PAHGNTJYSA-N
SMILES: O=C(NC/C=C/C=C(C)/[C@@H](OC)[C@H]([C@]([C@H]([C@H]1O)O)([H])O[C@@H]1/C=C/C=C/C=C(C)/C(C(C2=O)=C(C=CN2)O)=O)C)[C@H]([C@@](O[C@H](C(C)3C)/C=C/C=C\C)([C@@H]([C@@H]3O)O)O)CC
Biological Activity: Kirromycin (Mocimycin; Delvomycin) is an elongation factor Tu (EF-Tu) inhibitor targeting protein biosynthesis. As an antibiotic, Kirromycin exerts antibacterial activity against Gram-negative bacteria by acting on EF-Tu to interfere with the peptidyl transfer reaction. Kirromycin is applicable to studies on bacterial infections[1][2][3].
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Kirromycin | Kirromycin (Mocimycin; Delvomycin) is an elongation factor Tu (EF-Tu) inhibitor targeting protein biosynthesis. As an antibiotic, Kirromycin exerts antibacterial activity against Gram-negative bacteria by acting on EF-Tu to interfere with the peptidyl transfer reaction. Kirromycin is applicable to studies on bacterial infections. | |||||||||||||||||||||
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References
- [1]. Wolf H, et al. Kirromycin, an inhibitor of protein biosynthesis that acts on elongation factor Tu. Proc Natl Acad Sci U S A. 1974;71(12):4910-4914. [Content Brief]
- [2]. Olsthoorn-Tieleman LN, et al. Elongation factor Tu3 (EF-Tu3) from the kirromycin producer Streptomyces ramocissimus Is resistant to three classes of EF-Tu-specific inhibitors. J Bacteriol. 2007;189(9):3581-3590. [Content Brief]
- [3]. Abrahams JP, et al. Kirromycin drastically reduces the affinity of Escherichia coli elongation factor Tu for aminoacyl-tRNA. Biochemistry. 1991;30(27):6705-6710. [Content Brief]
