PlatensiMycin
- CAS No.
- 835876-32-9
- Chemical Name:
- PlatensiMycin
- Synonyms
- laminomycin;PlatensiMycin;Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem;Benzoic acid, 3-[[3-[(1S,3S,4S,5aS,9S,9aR)-1,4,5,8,9,9a-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5a-dimethano-2-benzoxepin-9-yl]-1-oxopropyl]amino]-2,4-dihydroxy-
- CBNumber:
- CB72703755
- Molecular Formula:
- C24H27NO7
- Molecular Weight:
- 441.474
- MDL Number:
- MFCD14635440
- MOL File:
- 835876-32-9.mol
- MSDS File:
- SDS
Melting point | 220-222 °C(Solv: nitromethane (75-52-5)) |
---|---|
Boiling point | 683.1±55.0 °C(Predicted) |
Density | 1.47±0.1 g/cm3(Predicted) |
storage temp. | -20°C |
solubility | DMSO: soluble1mg/mL, clear, colorless |
pka | 2.14±0.13(Predicted) |
form | Tan solid |
color | white to beige |
FDA UNII | Q3DQ78KOFY |
PlatensiMycin price More Price(7)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 528244 | Platensimycin, Streptomyces sp. - CAS 835876-32-9 - Calbiochem A cell-permeable Streptomyces-derived antibiotic that exhibits broad-spectrum Gram-positive antibacterial activity by selectively targeting the elongation condensing enzyme FabF. | 835876-32-9 | 250μg | $405 | 2022-05-15 | Buy |
Cayman Chemical | 15507 | Platensimycin ≥95% | 835876-32-9 | 250μg | $347 | 2024-03-01 | Buy |
Cayman Chemical | 15507 | Platensimycin ≥95% | 835876-32-9 | 1mg | $1249 | 2024-03-01 | Buy |
TRC | P578205 | Platensimycin | 835876-32-9 | 250μg | $350 | 2021-12-16 | Buy |
TRC | P578205 | Platensimycin | 835876-32-9 | 500μg | $560 | 2021-12-16 | Buy |
PlatensiMycin Chemical Properties,Uses,Production
Uses
Platensimycin is a broad spectrum gram-positive antibiotic.
Uses
Platensimycin is a novel, broad spectrum, Gram-positive antibiotic produced by strains of Streptomyces platensis. Its discovery was heralded by high profile publication and commentary in the scientific and lay press. Platensimycin was discovered by a target-based, whole-cell screening strategy using an antisense differential sensitivity assay, based on the inhibition of fatty acid synthesis. Platensimycin inhibits bacterial growth by selectively inhibiting the elongation enzyme, b-ketoacyl acyl carrier protein synthase (FabF) of the fatty acid synthesis pathway.
Definition
ChEBI: A monocarboxylic acid amide obtained by the formal condensation of the amino group of 3-amino-2,4-dihydroxybenzoic acid with the carboxy group of the oxatetracyclic cage component. It is an antibiotic isolated from Streptomyces platensis a d exhibits inhibitory activity against fatty acid synthase.
Enzyme inhibitor
This thiol-reactive Streptomyces platensis-derived antibiotic (FW = 438.50 g/mol; CAS 835876-32-9), also named 3-[[3-[(1R,3R,4R,5aR,9R,9aS)- 1,4,5,8,9,9a-hexahydro-3,9-dimethyl-8-oxo-3H-1,4:3,5a-dimethano-2- benzoxepin-9-yl]-1-oxopropyl]amino]-2,4-dihydroxybenzoic acid, inhibits Staphylococcus aureus b-ketoacyl-[acyl-carrier-protein] synthase II, or FabF (IC50 = 290 nM). This enzyme, which allows bacteria to produce the fatty acids needed for making cell membranes, is thus a uniquely druggable prokaryotic target. Platensimycin has potent, broad-spectrum Gram-positive activity in vitro and exhibits no cross-resistance to other key antibiotic-resistant bacteria including Methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-intermediate S. aureus, vancomycin-resistant Enterococci, as well as linezolid-resistant and macrolide-resistant pathogens. Platencin is a more potent analogue of Platensimycin. While effective in vivo when continuously administered, its efficacy is reduced when administered by more conventional means. Mechanism of Action: The Cys163 within the FabF active site is activated through the dipole moment of helix N-a-3, lowering its pKa, also increasing its nucleophilicity by the stabilizing effects of FabF’s catalytically required oxyanion hole. Interestingly, the crystal structure complex with platensimycin employed a C163Q mutant which gave a 50-fold increase in apparent binding.
PlatensiMycin Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19743 | 58 |
Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49739 | 58 |
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +86-19164747840 +86-13119157289 | 13119157289@163.com | China | 2972 | 58 |
Shaanxi Xianhe Biotech Co., Ltd | +8617709210191 | Jerry@xhobio.com | China | 465 | 58 |
Lynnchem | 86-(0)29-85992781 17792393971 | info@lynnchem.com | China | 4587 | 58 |
Novachemistry | 44-20819178-90 02081917890 | info@novachemistry.com | United Kingdom | 4381 | 58 |
Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 | sales@glpbio.cn | China | 6870 | 58 |
Shenzhen Polymeri Biochemical Technology Co., Ltd. | +86-400-002-6226 | sales@rrkchem.com | China | 56086 | 58 |
ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11289 | 58 |
Meng Cheng Technology (Shanghai) Co., LTD | 400-820-6829 | sales@mitachieve.com | China | 8864 | 58 |