A-54556A
A-54556A (CAS 95398-45-1) is a naturally occurring antibiotic belonging to the acyldepsipeptide (ADEP) class. It exerts antibacterial effects against Gram-positive bacteria through activation and dysregulation of the bacterial caseinolytic protease ClpP, a mechanism distinct from conventional antibiotics. Against Bacillus subtilis 168, it demonstrates an IC50 of 0.2 μg/ml, and at concentrations from 0.4 mg/ml, it induces filamentation and bacterial cell death without immediate inhibition of DNA, RNA or protein synthesis. Currently in preclinical investigation, A-54556A has important potential as a tool for antimicrobial resistance studies and novel antibiotic development.
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 718.9 |
| Cas No. | 95398-45-1 |
| Formula | C38H50N6O8 |
| Synonyms | ADEP 1,A-54556 Factor A |
| Solubility | Soluble in DMSO |
| Chemical Name | (4R)-(6→2)-lactone N-[(2E,4E,6E)-1-oxo-2,4,6-octatrien-1-yl]-L-phenylalanyl-L-seryl-L-prolyl-N-methyl-L-alanyl-L-alanyl-4-methyl-L-proline |
| SDF | Download SDF |
| Canonical SMILES | O=C([C@@H](NC(/C=C/C=C/C=C/C)=O)CC1=CC=CC=C1)N[C@@H](COC2=O)C(N3[C@H](C(N([C@@H](C)C(N[C@H](C(N4[C@H]2C[C@@H](C)C4)=O)C)=O)C)=O)CCC3)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
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Cell lines |
B. subtilis |
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Preparation method |
The solubility of this compound in DMSO is soluble. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
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Reacting condition |
1.6 mg/ml |
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Applications |
Previous studies have found that treating B. subtilis with 1.6 mg / ml of A-54556A reduced the number of living cells by 2 log units. When treated with 2 mg / ml A-54556A for one hour, the biosynthesis of DNA, RNA, proteins, cell walls, and fatty acids is not affected, while traditional antibiotics are significantly different by preferentially inhibiting their target pathways. |
| Animal experiment [1]: | |
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Animal models |
Bacterially infected mice |
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Dosage form |
1 mg/kg ADEP 2 or 0.5 mg/kg ADEP 4 |
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Application |
The results show that two analogues of A-54556A, ADEP 2 and ADEP 4, are active in the treatment of rodent bacterial infections. When mice were challenged with E. faecalis infection and treated with 1 mg/kg ADEP 2 or 0.5 mg/kg ADEP 4, the mice survived 100%. |
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Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
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References: [1]. Brötz-Oesterhelt H, Beyer D, Kroll HP, Endermann R, Ladel C, Schroeder W, Hinzen B, Raddatz S, Paulsen H, Henninger K, Bandow JE, Sahl HG, Labischinski H. Dysregulation of bacterial proteolytic machinery by a new class of antibiotics.Nat Med. 2005 Oct;11(10):1082-7. Epub 2005 Oct 2. Erratum in: Nat Med. 2005 Dec;11(12):1361. PubMed PMID: 16200071. |
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Quality Control & MSDS
- View current batch:
Chemical structure
