Bacitracin A
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Bacitracin A is an antibiotic with antibacterial activity against Gram-positive bacteria. Bacitracin A forms a ternary complex with divalent metal ions and C55-isopentenyl pyrophosphate, thereby inhibiting peptidoglycan biosynthesis and cell wall synthesis. Bacitracin A induces the formation of protoplasts and L-form bacteria, alters membrane permeability, regulates metal ion transport, inhibits in vitro enzyme biosynthesis, disrupts the cytoplasmic membrane and exerts bactericidal activity. Bacitracin A can be used in studies related to bacterial infections, fungal infections and amoebic infections.
For research use only. We do not sell to patients.
- Purity: 97.3%
- CAS No.: 22601-59-8
- Formula: C66H103N17O16S
- Molecular Weight:1422.69
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HepG2 | IC50 |
254.6 μM
Compound: BAC
|
Cytotoxicity against human HepG2 cells after 72 hrs by MTT assay
Cytotoxicity against human HepG2 cells after 72 hrs by MTT assay
|
[PMID: 25593095] |
Bacitracin A forms a 1:1 complex with divalent metals, with the strongest binding affinity for Cu2+; Zn2+ is coordinated by Glu, His and the thiazoline ring. It binds to C55-isopentenyl pyrophosphate (K = 1.1×106 M-1) in the presence of 1 mM Mg2+ at pH 7.5, and exhibits the highest affinity for inorganic pyrophosphate under 1 mM Zn2+ (K = 17800 M-1)[1].
Bacitracin A exhibits cytotoxicity against human renal tubular epithelial HK-2 cells, with an IC50 of 4.22 μM after 48 h of in vitro incubation[2].
Bacitracin A forms stable Co2+ and Zn2+ complexes: the cobalt complex binds undecaprenyl pyrophosphate (with a binding constant of 1.05×106 M-1), while the zinc complex binds phosphate and pyrophosphate derivatives[3].
Bacitracin A (1×10-7 M) completely inhibits the growth of Micrococcus lysodeikticus, which is consistent with its inhibitory effect on peptidoglycan biosynthesis[1].
Bacitracin A binds to Micrococcus lysodeikticus cells with a Km value of 3.7 × 10-6 M, which is consistent with its interaction targeting C55-isoprenyl pyrophosphate[1].
Bacitracin A (20-200 μg/mL; 14 h) completely inhibits the growth of Escherichia coli SC 9251 when the outer membrane of the bacterium is disrupted by polymyxin-agarose[1].
Bacitracin A (4-8 μM; 2 h) kills Gram-positive bacteria Staphylococcus aureus ATCC 29213 (MBC 4 μM), Streptococcus pneumoniae ATCC 49619 (MBC 8 μM), and Trueperella pyogenes ATCC 19411 (MBC 8 μM)[2].
Bacitracin A (BA) (2-4 μM; 18-24 h) inhibits the growth of Gram-positive bacteria Staphylococcus aureus ATCC 29213 (MIC 2 μM), Streptococcus pneumoniae ATCC 49619 (MIC 4 μM), and Trueperella pyogenes ATCC 19411 (MIC 4 μM); it potently inhibits the growth of Micrococcus luteus ATCC 9341 (MIC 0.39 μg/mL), Staphylococcus aureus IFO 12732 (MIC 3.13 μg/mL), Bacillus cereus ATCC 11778 (MIC 6.25 μg/mL), and Micrococcus lysodeikticus (MIC 1×10-7 M)[2][3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 22601-59-8
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Appearance Solid
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Molecular Weight 1422.69
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Formula C66H103N17O16S
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Color White to off-white
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Purity & Documentation
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Data Sheet (262 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1].
Toscano W A Jr. Bacitracin. Pharmac. Ther, 1982, 16: 199-210.
[Content Brief]
[2]. Hong W, et al. Synthesis, construction, and evaluation of self-assembled nano-bacitracin A as an efficient antibacterial agent in vitro and in vivo. International journal of nanomedicine. 2017;12:4691-4708. [Content Brief]
[3]. Ming LJ, et al. Metal binding and structure-activity relationship of the metalloantibiotic peptide bacitracin. Journal of inorganic biochemistry. 2002 Jul 25;91(1):46-58. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)