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Anisomycin is an antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.
CAT No: Z10-101-164
CAS No: 22862-76-6
Synonyms/Alias: Flagecidin
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M.F/Formula | C14H19NO4 |
M.W/Mr. | 265.31 |
Labeling Target | c-Jun N-terminal kinase (JNK) |
Application | Anisomycin is used as a antineoplastic agent that inhibits or prevents the proliferation of neoplasms. |
Appearance | Solid powder |
Purity | >98% (or refer to the Certificate of Analysis) |
Activity | Inhibitor |
Biological Activity | Anisomycin is a potent protein synthesis inhibitor which interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system. Anisomycin is a JNK activator, which increases phospho-JNK. Anisomycin is a bacterial antibiotic. |
Areas of Interest | Immunology & Inflammation Cell Biology Cancer |
Functions | Anisomycin is inactive against bacteria. |
Long-term Storage Conditions | Soluble in DMSO |
Shipping Condition | Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs. |
Short-term Storage Conditions | Dry, dark and at 0 - 4 °C |
Solubility | -20 °C |
Organism | Human |
InChI | InChI=1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1 |
InChI Key | YKJYKKNCCRKFSL-RDBSUJKOSA-N |
Isomeric SMILES | CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O |
BoilingPoint | 398.7±42.0 °C at 760 mmHg |
ShelfLife | >2 years if stored properly |
References | Anisomycin (2-p-methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine) inhibits protein synthesis in HeLa cells, rabbit reticulocytes, Saccharomyces fragilis, and cell-free extracts prepared from these sources, but it is inactive against extracts of Escherichia coli. Partial inhibition of deoxyribonucleic acid synthesis in HeLa cells is observed at anisomycin concentrations which produce 95% inhibition of protein synthesis. These effects on protein and DNA synthesis are rapid in onset and reversible. Anisomycin acts on the transfer reaction subsequent to the formation of aminoacyl transfer ribonucleic acid. In the presence of anisomycin, nascent peptide remains attached to polyribosomes. No derivative of anisomycin that was tested showed more than 1% of the inhibitory activity of the parent compound. Inhibitors of Protein Biosynthesis II MODE OF ACTION OF ANISOMYCIN Anisomycin is an immunosuppressant in low doses with possible application in treatment of some autoimmune diseases and in inhibiting transplantation rejection. Anisomycin suppresses malignant tumor cell growth and affects memory. Investigation of electrochemical behavior of anisomycin on gold electrode followed by HPLC–MS/MS analysis |
Melting Point | 140-141ºC |
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