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Anisomycin

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.

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CAT No: Z10-101-164

CAS No: 22862-76-6

Synonyms/Alias: Flagecidin

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M.F/FormulaC14H19NO4
M.W/Mr.265.31
Labeling Targetc-Jun N-terminal kinase (JNK)
ApplicationAnisomycin is used as a antineoplastic agent that inhibits or prevents the proliferation of neoplasms.
AppearanceSolid powder
Purity>98% (or refer to the Certificate of Analysis)
ActivityInhibitor
Biological ActivityAnisomycin 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 InterestImmunology & Inflammation
Cell Biology
Cancer
FunctionsAnisomycin is inactive against bacteria.
Long-term Storage ConditionsSoluble in DMSO
Shipping ConditionShipped 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 ConditionsDry, dark and at 0 - 4 °C
Solubility-20 °C
OrganismHuman
InChIInChI=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 KeyYKJYKKNCCRKFSL-RDBSUJKOSA-N
Isomeric SMILESCC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O
BoilingPoint398.7±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 Point140-141ºC
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