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Geninthiocin A Sale

目录号 : GC43744

A cyclic thiopeptide bacterial metabolite

Geninthiocin A Chemical Structure

Cas No.:158792-27-9

规格 价格 库存 购买数量
500μg
¥4,540.00
现货
2.5mg
¥15,897.00
现货

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Sample solution is provided at 25 µL, 10mM.

产品文档

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产品描述

Geninthiocin A is a cyclic thiopeptide bacterial metabolite originally isolated from Streptomyces sp. DD84. It is active against a variety of Gram-positive bacteria (MICs = 0.2-4 µg/ml), the Gram-negative bacterium C. violaceum (MIC = 19 µg/ml), and the fungus M. hiemalis (MIC = 38 µg/ml). Geninthiocin A also induces tipA promoter transcription with a minimum induction concentration of 1.2 ng/ml.

Chemical Properties

Cas No. 158792-27-9 SDF
Canonical SMILES O=C(N[C@]([C@@H](C)O)([H])C(N/C(C1=NC(C(NC2=C)=O)=CO1)=C\C)=O)C3=CSC(C4=C(C5=COC(C(NC(C(NC(C6=C(C)OC(C(NC([C@H](C(O)(C)C)NC2=O)=O)=C)=N6)=O)=C)=O)=C)=N5)N=C(C(NC(C(NC(C(N)=O)=C)=O)=C)=O)C=C4)=N3
分子式 C50H49N15O15S 分子量 1132.1
溶解度 DMF: soluble,DMSO: soluble,Ethanol: slightly soluble 储存条件 Store at -20°C
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1 mM 0.8833 mL 4.4166 mL 8.8331 mL
5 mM 0.1767 mL 0.8833 mL 1.7666 mL
10 mM 0.0883 mL 0.4417 mL 0.8833 mL
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Research Update

Geninthiocins C and D from Streptomyces as 35-membered macrocyclic thiopeptides with modified tail moiety

J Antibiot (Tokyo) 2019 Feb;72(2):106-110.PMID:30479394DOI:10.1038/s41429-018-0127-y.

Geninthiocin is a thiopeptide with 35-membered macrocyclic core moiety. It has potent anti-Gram-positive (G+) bacteria activity. Herein, we reported two new congeners (2-3) of geninthiocin (Geninthiocin A, 1) from Streptomyces sp. CPCC 200267, and designated them as geninthiocins C and D, whose structures were determined by NMR. Geninthiocins A, C and D had the same 35-membered macrocyclic core moiety, but possessed a -Dha-Dha-NH2, -Dha-Ala-NH2, and -NH2 tail, respectively. Besides, the Ala residue in geninthiocin C was determined as L- configuration by C3 Marfey's method. In vitro assays indicated that geninthiocins C-D showed no antibacterial activity, in contrast to the potent anti-G+ bacteria activity displayed by Geninthiocin A. Therefore, the -Dha-Dha-NH2 tail of Geninthiocin A played an important role in its potent activity against G+ bacteria.

Geninthiocins E and F, two new cyclic thiopeptides with antiviral activities from soil-derived Streptomyces sp. CPCC 200267 using OSMAC strategy

J Antibiot (Tokyo) 2023 Feb;76(2):101-104.PMID:36434277DOI:10.1038/s41429-022-00580-0.

On the basis of the one strain-many compounds (OSMAC) strategy, two new cyclic thiopeptides, geninthiocins E and F, together with four known geninthiocin derivatives, geninthiocins A, B, C, and val-geninthiocin were isolated from Streptomyces sp. CPCC 200267. Their structures and absolute configurations were elucidated by extensive spectroscopic analyses and Marfey's method. Geninthiocin E (1), val-geninthiocin (3), Geninthiocin A (4), and geninthiocin B (5) exhibited significant anti-influenza A virus activities with the IC50 values of 28.7, 15.3, 7.3, and 18.3 μM, respectively. Compounds 3 and 4 showed moderate antibacterial activities against Staphylococcus aureus.