Bacitracin

Bacitracin is a mixture of related cyclic polypeptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy, which disrupts both gram positive and gram negative bacteria by interfering with cell wall and peptidoglycan synthesis.

Bacitracin Chemical Structure

Bacitracin Chemical Structure

CAS No. 1405-87-4

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Bacitracin Related Products

Biological Activity

Description Bacitracin is a mixture of related cyclic polypeptides produced by organisms of the licheniformis group of Bacillus subtilis var Tracy, which disrupts both gram positive and gram negative bacteria by interfering with cell wall and peptidoglycan synthesis.
In vitro
In vitro Bacitracin is a potent antibiotic against gram-positive cocci, staphlococci, streptococci, corynebacteria, Treponema pallidum, T. vincenti, Actinomyces israeli, anaerobic cocci, clostridia, neisseria, most gonococci and meingococci, but it is relatively ineffective against most other gram-negative bacteria. Archaebacteria is also sensitive to Bacitracin. Of this group, Methanobacterium arbophilicum, M. M.O.H., M. O.H.G. and M. formicium showed inhibition by Bacitracin while Methanospirilum and Methanosarcina are insensitive to the antibiotic. Bacitracin affects a number of biochemical processes in bacteria, including metal ion transport, peptidoglycan synthesis, membrane permeability, and biosynthesis of inducible enzymes. Many of the biological properties of Bacitracin can be attributed to its high affinity for polyisoprenyl pyrophosphates. Aside from the antibiotic activity of the Bacitracins, these peptides have proven useful as a tool for investigating lipid-protein interactions at the molecular level. [1] Bacitracin is also a known inhibitor of insulin degradation by both isolated cells and subcellular organelles, which inhibits the ability of purified glutathione-insulin transhydrogenase to split insulin into its constituent A and B chains. At concentrations of 90 and 300μM, Bacitracin inhibits 50 and 90%, respectively, of the degrading activity of the purified enzyme. Similarly, degradation by crude liver lysates is inhibited 50 and 90% by 70 and 250 μM Bacitracin, respectively. Bacitracin decreases both the Vmax and affinity of the enzyme for insulin. [2] Bacitracin is able to inhibit the reductive function of the plasma membrane by against protein disulfide-isomerase. Bacitracin is able to induce inhibition of the cleavage of a disulfide-linked iodotyramine/poly(D-lysine) conjugate which bounds nonspecifically to the surface of CHO cells. Bacitracin also inhibits the cytotoxicity of diphtheria toxin, adisulfide-linked heterodimer that binds to a specific surface receptor and must undergo chain separation to exert its cytotoxicity. [3]

Chemical Information & Solubility

Molecular Weight 1408.67 Formula

C65H101N17O16S

CAS No. 1405-87-4 SDF Download Bacitracin SDF
Smiles CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCCCCC(C(=O)NC(C(=O)N1)CCCN)NC(=O)C(C(C)CC)NC(=O)C(CCC(=O)O)NC(=O)C(CC(C)C)NC(=O)C2CSC(=N2)C(C(C)CC)N)CC(=O)N)CC(=O)O)CC3=CN=CN3)CC4=CC=CC=C4
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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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