TUNICAMYCIN
- CAS No.
- 11089-65-9
- Chemical Name:
- TUNICAMYCIN
- Synonyms
- isamycin;Nsc177382;Aids010655;TUNICAMYCIN;Aids-010655;TunicaMycin coMplex;Tunicamycin Mixture;TUNICAMYCIN USP/EP/BP;InSolution? Tunicamycin,;Tunicamycin (n= 8,9,10,11)
- CBNumber:
- CB4211576
- Molecular Formula:
- C37H60N4O16
- Molecular Weight:
- 816.89
- MOL File:
- 11089-65-9.mol
- Modify Date:
- 2023/9/5 17:53:06
| Melting point | 234-235℃ (decomposition) |
|---|---|
| alpha | D20 +52° (c = 0.5 in pyridine) |
| Flash point | 87℃ |
| storage temp. | 2-8°C |
| solubility | Soluble in methanol, ethanol, DMSO, or DMF |
| form | White to off-white solid |
| color | White |
| Sensitive | Moisture & Light Sensitive |
| BRN | 6888090 |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| InChIKey | YJQCOFNZVFGCAF-WPTOCQRYSA-N |
| EPA Substance Registry System | Tunicamycin (11089-65-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300 | |||||||||
| Precautionary statements | P264-P270-P301+P310-P405-P501 | |||||||||
| Hazard Codes | T+,T | |||||||||
| Risk Statements | 28 | |||||||||
| Safety Statements | 28-37/39-45 | |||||||||
| RIDADR | UN 3462 6.1/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | YO7980200 | |||||||||
| F | 8-10-18-21 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29419090 | |||||||||
| NFPA 704 |
|
TUNICAMYCIN price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | T7765 | Tunicamycin from Streptomyces sp. | 11089-65-9 | 1MG | ₹5585.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T7765 | Tunicamycin from Streptomyces sp. | 11089-65-9 | 5MG | ₹17341.65 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T7765 | Tunicamycin from Streptomyces sp. | 11089-65-9 | 10MG | ₹31706.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T7765 | Tunicamycin from Streptomyces sp. | 11089-65-9 | 50MG | ₹93343.98 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 654380 | Tunicamycin, Streptomyces lysosuperficus - CAS 11089-65-9 - Calbiochem Tunicamycin, Streptomyces lysosuperficus, CAS 11089-65-9, is a nucleoside antibiotic that inhibits N-linked glycosylation and blocks the formation of | 11089-65-9 | 10MG | ₹23150 | 2022-06-14 | Buy |
TUNICAMYCIN Chemical Properties,Uses,Production
Description
Tunicamycin mixture is a mixture of tunicamycins with variable trans-2,3-unsaturated branched chain fatty acid (BFCA) chain lengths. Tunicamycins are anti-microbial agents that are active against Gram-positive bacteria, fungi, and viruses. They inhibit the N-acetylhexosamine (HexNAc) phosphotransferase family of enzymes in bacteria and prevent peptidoglycan biosynthesis. In eukaryotes, they inhibit N-acetylglucosamine (GlcNAc) phosphotransferase (GPT), preventing the first step in N-linked glycosylation and inducing the unfolded protein response and cell death. The cellular toxicity of tunicamycins is linked to the trans-2,3-unsaturated BCFA, and saturated BCFA-containing tunicamycin derivatives, such as TunR1 and TunR2 , have reduced toxicity. Tunicamycins impair glycosylation of the receptor tyrosine kinases EGFR, HER2, HER3, and IGF-1R, which prevents their translocation out of the endoplasmic reticulum and Golgi apparatus and reduces their protein levels and activity. Tunicamycin sensitizes EGFR inhibitor-resistant U251 glioma and Bx/PC-3 pancreatic adenocarcinoma cells to irradiation.
Chemical Properties
White solid
Uses
The tunicamycins are a family of lipophilic nucleosides with fatty acids conjugated to an aminoglycoside group. The complex comprises analogues, tunicamycins I to X. This composition is typical of other products less precisely described as tunicamycins A to D. The tunicamycins act by blocking the formation of N-glycoside linkages to proteins via inhibition of formation of dolichol monophosphate from N-acetylglucosamine-1-phosphate. Tunicamycin blocks the synthesis of all N-linked glycoproteins (N-glycans) and causes cell cycle arrest in G1 phase. Tunicamycins are broadly active against prokaryotes, eukaryotes and viruses.
Definition
ChEBI: A mixture of antiviral nucleoside antibiotics produced by Streptomyces lysosuperificus. It contains at least 10 homologues comprising uracil, N-acetylglucosamine, an 11-carbon aminodialdose called tunicamine, and a fatty aci linked to the amino group of the tunicamine. The homologues vary in the composition of the fatty acid moiety.
General Description
Tunicamycin was first isolated from Streptomyces lysosuperificus based on its antiviral activity. It contains N-acetylglucosamine and inhibits glycoprotein biosynthesis, including virus membrane glycoproteins.
Purification Methods
The components of this nucleotide antibiotic from Streptomyces sp. are purified by recrystallising 3 times from hot glass-distilled MeOH, and the white crystals are dissolved in 25% aqueous MeOH and separated on a Partisil ODS-10_ column (9.4 x 25 cm) [Magnum-9 Whatman] using a 260nm detector. The column is eluted with MeOH/H2O mixture adjusted to 1:4 (v/v) then to 2:4 (v/v). The individual components are recovered and lyophilised. Ten components have been isolated, and all were active (to varying extents) depending on the lengths of the aliphatic side-chains. The mixture has UV max at 205 and 260nm (A 1cm 230 and 110). It is stable in H2O at neutral pH but unstable in acidic solution. It inhibits protein glycosylation. [Mahoney & Duskin J Biol Chem 254 6572 1979, Elnein Trends Biochem Sci 6 219 1981, Takatsuki J Antibiot 24 215 1971.] Uracil, uridine and uridine nucleotides. These are resolved by ion-exchange chromatography with AG1 (Cl form). [Lindsay et al. Anal Biochem 24 506 1968.]
TUNICAMYCIN Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | China | 12452 | 58 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9336 | 55 | Inquiry |
| Hebei Guanlang Biotechnology Co., Ltd. | +86-19930503282 | China | 8822 | 58 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29825 | 58 | Inquiry |
| Fuxin Pharmaceutical | +86-021-021-50872116 +8613122107989 | China | 10297 | 58 | Inquiry |
| SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | China | 5738 | 58 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
| Hubei Ipure Biology Co., Ltd | +8613367258412 | China | 10326 | 58 | Inquiry |
| Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | China | 9030 | 58 | Inquiry |
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