|
Source: | Streptomyces sp. |
| Synonyms | Alaninamide,
Bryamycin ,
Thiactin
EINECS 215-734-9 |
| Description: | Thiostrepton is a
Polypeptide, sulfur containing antibiotic. |
| CAS number: | 1393-48-2 |
| Merck index: | 14: 9364 |
| Molecular weight: | 1664.89 |
| Structure: | 
 |
| Molecular Formula: | C72H85N19O18S5 |
| Canonical SMILES: |
CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)
C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O
)NC(=C)C(=O)N)C)C |
Solubility
information: | Thiostrepton
issoluble in chloroform, dichloromethane, dioxane, pyridine, glacial acetic
acid, DMF. Practically insoluble in water, the lower alcohols, nonpolar
organic solvents, diluted aqeous acids or bases. May be dissolved by
methanolic acid or base, but with decomposition. Working solution of 1% in
DMSO is unstable and should be freshly prepared and protected from
light. |
| Specifications |
|
| Appearance: | White to off-white powder |
| Purity: | Single stain by TLC.
At least
97% by HPLC. |
| λmax: |
No clear UV maxima but shows shoulders at 225, 250, 280 nm |
| Melting point: |
Thiostrepton decomposes at 246-256oC |
| Solubility: | |
| Storage: | -18oC |
| Applications: |
Thiostrepton is used as a reagent for both positive and negative selection
of genes involved in nucleotide metabolism. Thiostrepton is highly
active against gram-positive bacteria.
In its crude form, Thiostrepton is used in veterinary medicine, in
mastitis caused by gram-negative organisms and in dermatologic disorders. |
| Related products: | |
| Classification: |
Polypeptide antibiotic
Antimicrobial |
| Warnings: | |
| | For Research use only.
Not for Human use
GMP/API grade available on request
 Thiostrepton by
Fermentek is not produced from or contains any ingredients from animal
origin.
No genetically modified organisms are used. |
| Publications | |
| | Gonzalez RL Jr, Chu S, Puglisi JD
NA. 2007 Dec;13(12):2091-7.
Thiostrepton inhibition of tRNA delivery to the ribosome. |
| | García-Marcos A, Morreale A,
Guarinos E, Briones E, Remacha M, Ortiz AR, Ballesta JP.
Nucleic Acids
Res. 2007;35(21):7109-17.
In vivo assembling of bacterial ribosomal protein L11 into yeast ribosomes
makes the particles sensitive to the prokaryotic specific antibiotic
thiostrepton. |
| | Jonker HR, Ilin S, Grimm SK,
Wöhnert J, Schwalbe H.
Nucleic Acids Res. 2007;35(2):441-54
L11 domain rearrangement upon binding to RNA and thiostrepton studied by NMR
spectroscopy. |
| | |
