化学性质
| Physical Appearance | A white solid |
| Storage | Store at -20°C |
| M.Wt | 1146.1 |
| Cas No. | 58798-97-3 |
| Formula | C51H51N15O15S |
| Solubility | Soluble in DMSO |
| Chemical Name | L-threonyl-2-[(1Z)-1-amino-1-propen-1-yl]- 5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-3-methyl-L-threonyl-2-(1-aminoethenyl)- 5-methyl-4-oxazolecarbonyl-2,3-didehydroalanyl-6-[2-(1-aminoethenyl)- 4-oxazolyl]-5-(4-carboxy-2-thiazolyl)-2-pyridinecarbony |
| Canonical SMILES | O=C(NC(C(NC(C(N)=O)=C)=O)=C)C1=CC=C(C2=NC(C(N[C@]([C@@H](C)O)([H])C(N/C(C3=NC4=C(C)O3)=C\C)=O)=O)=CS2)C(C5=COC(C(NC(C(NC(C6=C(C)OC(C(NC([C@@H](NC(C(NC4=O)=C)=O)C(C)(O)C)=O)=C)=N6)=O)=C)=O)=C)=N5)=N1 |
| 运输条件 | 蓝冰运输或根据您的需求运输。 |
| 一般建议 | 为了使其更好的溶解，请用37℃加热试管并在超声波水浴中震动片刻。不同厂家不同批次产品溶解度各有差异，仅做参考。若实验所需浓度过大至产品溶解极限，请添加助溶剂助溶或自行调整浓度。溶液形式一般不宜长期储存，请尽快用完。 |
资料参考
Berninamycin A is a macrocyclic thiopeptide antibiotic first isolated from S. bernensis [1]. Thiopeptides are sulfur containing highly modified macrocyclic antibiotics with a central pyridine/tetrapyridine/dehydropiperidine ring with up to three thiazole substituents on positions 2, 3 and 6. Thiazole antibiotics thiostrepton behaves as proteasome inhibitor in mammalian tumor cells. Berninamycin showed no proteasome inhibitory activity [2]. It has been reported that the action mode of berninamycin on bacterial protein synthesis was related to that of a dissimilar compound thiostrepton. The antibiotics could bind to the complex of 23S RNA with protein L11 and both affect multiple functions of the ribosomal A site [3]. Berninamycin A was involved in inducing the transcriptional activator TipA in Streptomyces [4].
References:
[1] Lau R C M, Rinehart K L. Berninamycins B, C, and D, minor metabolites from Streptomyces bernensis[J]. The Journal of antibiotics, 1994, 47(12): 1466-1472.
[2] Pandit B, Bhat U G, Gartel A L. Proteasome inhibitory activity of thiazole antibiotics[J]. Cancer biology & therapy, 2011, 11(1): 43-47.
[3] J. Thompson, E. Cundliffe and M. J. R. Stark. The mode of action of berninamycin and mechanism of resistance in the producing organism, Streptomyces bernensis. J.Gen.Microbiol. 128(4), 875-884 (1982).
[4]. M. L. Chiu, M. Folcher, T. Katoh, et al. Broad spectrum thiopeptide recognition specificity of the Streptomyces lividans TipAL protein and its role in regulating gene expression. The Journal of Biological Chemisty 274(29), 20578-20586 (1999).
