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Purity: ≥98%
A 26771B is a sixteen-membered macrolide lactone antibiotic (Berkeleylactones) that was originally isolated from Penicillium turbatum. In recent years, promising synthetic derivatives of macrolactone natural product (-)-A26771B have been designed and synthesized both from semisynthesis and total synthesis. Further optimization led to the first synthesis of macrolactam analogs of (-)-A26771B with improved antibacterial activity and metabolic stability. One of the Berkeleylactones exhibited potent antimicrobial activity with low micromolar activity (MIC = 1-2 μg/mL) against four MRSA strains, as well as Bacillus anthracis, Streptococcus pyogenes, Candida albicans, and Candida glabrata.
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| References |
Bioorg Med Chem Lett.2011 Aug 15;21(16):4768-72;J Antibiot (Tokyo).1977 Jul;30(7):571-5;J Nat Prod.2017 Apr 28;80(4):1150-1160.
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| Molecular Formula |
C20H30O7
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| Molecular Weight |
382.45
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| CAS # |
56448-20-5
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| SMILES |
O1C(C([H])=C([H])C([C@]([H])(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C([H])([H])[H])OC(C([H])([H])C([H])([H])C(=O)O[H])=O)=O)=O |c:3|
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6147 mL | 13.0736 mL | 26.1472 mL | |
| 5 mM | 0.5229 mL | 2.6147 mL | 5.2294 mL | |
| 10 mM | 0.2615 mL | 1.3074 mL | 2.6147 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
X-ray crystal structure of berkeleylactone A (1).J Nat Prod.2017 Apr 28;80(4):1150-1160. |
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The extension inhibition assay allows the direct monitoring of the formation of stalled ribosome complexes (SRCs) on mRNA.J Nat Prod.2017 Apr 28;80(4):1150-1160. |
Cell-free translation of GFP protein compared the effects of berkeleylactone A (1) and three known macrolide antibiotics—erythromycin, josamycin, and tylosin—on protein synthesis.J Nat Prod.2017 Apr 28;80(4):1150-1160. |
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