Purpuromycin

AdipoGen Life Sciences
Product Code: AG-CN2-0317
CodeSizePrice
AG-CN2-0317-M0055 mg£160.00
Quantity:
AG-CN2-0317-M02525 mg£535.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Bacteria
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Appearance:
Red powder.
CAS:
53969-01-0
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.Protect from light when in solution.
InChi:
InChI=1S/C26H18O13/c1-35-13-5-11(27)16-17(19(13)30)21(32)23-10(18(16)29)6-26(39-23)7-12(28)9-3-8-4-14(24(33)36-2)37-25(34)15(8)20(31)22(9)38-26/h3-5,12,28-29,31-32H,6-7H2,1-2H3/t12-,26+/m0/s1
InChiKey:
VGXVKHPGBHVPMW-GWQKEKGPSA-N
Long Description:
Chemical. CAS: 53969-01-0. Formula: C26H18O13. MW: 538.4. Isolated from Actinoplanes sp. Rubromycin antibiotic. Antibacterial, antifungal and anti-protozoal agent. Active against Gram-positive bacteria, Gram-negative bacteria and fungi. Telomerase inhibitor (IC50=3µM). Protein synthesis inhibitor. Binds tRNAs with high affinity and specifically inhibits aminoacyl-tRNA formation consequent inhibition of protein synthesis in these microorganisms. Inhibits of all tRNA synthetases. Effectively inhibits bacterial translation and translation in eukaryotic cells. Modest inhibitor of retroviral reverse transcriptase.
MDL:
MFCD00896370
Molecular Formula:
C26H18O13
Molecular Weight:
538.4
Package Type:
Vial
Product Description:
Rubromycin antibiotic. Antibacterial, antifungal and anti-protozoal agent. Active against Gram-positive bacteria, Gram-negative bacteria and fungi. Telomerase inhibitor (IC50=3µM). Protein synthesis inhibitor. Binds tRNAs with high affinity and specifically inhibits aminoacyl-tRNA formation consequent inhibition of protein synthesis in these microorganisms. Inhibits of all tRNA synthetases. Effectively inhibits bacterial translation and translation in eukaryotic cells. Modest inhibitor of retroviral reverse transcriptase.
Purity:
>95% (HPLC)
SMILES:
O[C@H]1C[C@@]2(OC3=C(O)C(C(OC(C(OC)=O)=C4)=O)=C4C=C13)CC5=C(O)C(C(C=C(OC)C6=O)=O)=C6C(O)=C5O2
Solubility Chemicals:
Soluble in DMSO, aqueous acetonitrile or ethanol.
Source / Host:
Isolated from Actinoplanes sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Purpuromycin, a new antibiotic isolated from Actinoplanes ianthinogenes N. sp.: C. Coronelli, et al.; J. Antibiot. 27, 161 (1974) | Structure determination of purpuromycin, a new antibiotic: M.R: Bardone, et al.; Tetrahedron 30, 2747 (1974) | Effect of the antibiotic purpuromycin on cell-free protein-synthesizing systems: F. Rambelli, et al.; Biochem. J. 259, 307 (1989) | Mechanism of action of purpuromycin: P. Landini, et al.; Biochem. J. 284, 47 (1992) | Chemical modifications of the antibiotic purpuromycin: A. Trani, et al.; Farmaco 48, 637 (1993) | In-vitro activity of purpuromycin and MDL 63,604 against microorganisms that cause vaginitis and vaginosis: B.P. Goldstein, et al.; J. Antimicrob. Chemother. 36, 1061 (1995) | Purpuromycin: an antibiotic inhibiting tRNA aminoacylation: S. Kirillov, et al.; RNA 3, 905 (1997) | Inhibition of human telomerase by rubromycins: implication of spiroketal system of the compounds as an active moiety: T. Ueno, et al.; Biochemistry 39, 5995 (2000) | Isolation, biological activity, biosynthesis and synthetic studies towards the rubromycin family of natural products: D.J. Atkinson & M.A. Brimble; Nat. Prod. Rep. 32, 811 (2015)

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