AdipoGen Life Sciences

Herbimycin A

CHF 180.00
In stock
AG-CN2-0429-C100100 µgCHF 180.00
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Product Details
Synonyms Antibiotic TAN 420F; (15R)-17-Demethoxy-15-methoxy-11-O-methyl-geldanamycin
Product Type Chemical
Properties
Formula

C30H42N2O9

MW 574.7
CAS 70563-58-5
RTECS MK3830000
Source/Host Chemicals Isolated from Streptomyces sp.
Purity Chemicals ≥99% (HPLC)
Appearance Yellow solid.
Solubility Soluble in ethanol, methanol DMSO or dimethylformamide. Poorly soluble in water.
InChi Key MCAHMSDENAOJFZ-JZYYMJJSSA-N
Smiles CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1OC)C2=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C.
Working aliquots are stable for up to 3 months when stored at -20°C.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Benzoquinone ansamycin antibiotic.
  • Herbicidal compound.
  • Potent, selective, irreversible and cell permeable protein tyrosine kinase inhibitor.
  • Inhibitor of v-Src, Yes, Fps, Ros, Bcr-Abl and ErbB oncogene products.
  • Antitumor compound.
  • Antiangiogenic. Inhibits NF-κB activation and phosphorylation of phospholipase C-γ1.
  • Inhibitor of heat shock protein 90 (Hsp90). Binds Hsp90 and destabilizes client proteins leading to their ubiquitination and proteasomal degradation.
  • Increases the sensitivity of certain cancer cells to chemotherapeutic agents.
  • Neuroprotective.
  • Antiparasitic, antischistosomal agent.
  • Antiviral.
  • Increase microtubules sensitivity to cold in plants.
Product References
  1. Herbimycin, a new antibiotic produced by a strain of Streptomyces: S. Omura, et al.; J. Antibiot. (Tokyo) 32, 255 (1979)
  2. A new activity of herbimycin A: inhibition of angiogenesis: T. Yamashita, et al.; J. Antibiot. (Tokyo) 42, 1015 (1989)
  3. Effects of herbimycin A and various SH-reagents on p60v-src kinase activity in vitro: H. Fukazawa, et al; BBRC 173, 276 (1990)
  4. Use and selectivity of herbimycin A as inhibitor of protein-tyrosine kinases: Y. Uehara & H. Fukazawa; Methods Enzymol. 201, 370 (1991)
  5. Specific inhibition of cytoplasmic protein tyrosine kinases by herbimycin A in vitro: H. Fukazawa, et al.; Biochem. Pharmacol. 42, 1661 (1991)
  6. Induction of differentiation of human leukemia cells with a structurally altered c-abl (bcr/abl) gene by herbimycin A, an inhibitor of tyrosine kinase activity: Y. Honma, et al.; Leukemia 6, 229 (1992)
  7. Effect of herbimycin A, an inhibitor of tyrosine kinase, on protein tyrosine kinase activity and phosphotyrosyl proteins of Ph1-positive leukemia cells: M. Okabe, et al.; Leuk. Res. 18, 213 (1994)
  8. Evidence for direct modification of NF kappa B by the tyrosine kinase inhibitor, herbimycin A: T.M. Mahon & L.A. O'Neill; Biochem. Soc. Trans. 23, 111S (1995)
  9. Herbimycin A induces the 20 S proteasome- and ubiquitin-dependent degradation of receptor tyrosine kinases: L. Sepp-Lorenzino, et al.; J. Biol. Chem. 270, 16580 (1995)
  10. Inhibition of PDGF-induced phospholipase D but not phospholipase C activation by herbimycin A: B.Y. Kim; BBRC 212, 1061 (1995)
  11. Specific induction of the 70-kD heat stress proteins by the tyrosine kinase inhibitor herbimycin-A protects rat neonatal cardiomyocytes. A new pharmacological route to stress protein expression? S.D. Morris, et al.; J. Clin. Invest. 97, 706 (1996)
  12. Inhibition of PDGF-induced phospholipase C activation by herbimycin A: B.Y. Kim, et al.; Biochim. Biophys. Acta 1311, 33 (1996)
  13. Herbimycin A enhances apoptotic effect of chemotherapeutic drugs on K562 cells: H. Ren, et al.; Chin. Med. J. (Engl.) 111, 678 (1998)
  14. Hsp-90-associated oncoproteins: multiple targets of geldanamycin and its analogs: M.V. Blagosklonny; Leukemia 16, 455 (2002) (Review)
  15. Herbimycin A induces sympathetic neuron survival and protects against hypoxia: M.C. Cabral-da-Silva, et al.; Neuroreport 14, 2397 (2003)
  16. Natural product origins of Hsp90 inhibitors: Y. Uehara; Curr. Cancer Drug Targets 3, 325 (2003)
  17. Herbimycin A abrogates nuclear factor-kappaB activation by interacting preferentially with the IkappaB kinase beta subunit: S. Ogino, et al.; Mol. Pharmacol. 65, 1344 (2004)
  18. c-Src is required for complex formation between the hepatitis C virus-encoded proteins NS5A and NS5B: a prerequisite for replication: A. Pfannkuche, et al.; Hepatology 53, 1127 (2011)
  19. Inhibitors of tyrosine kinases and phosphatases as a tool for the investigation of microtubule role in plant cold response: Y.A. Sheremet, et al.; Tsitol Genet. 46, 3 (2012)
  20. Transcriptome analyses of inhibitor-treated schistosome females provide evidence for cooperating Src-kinase and TGFβ receptor pathways controlling mitosis and eggshell formation: C. Buro, et al.; PLoS Pathog. 9, e1003448 (2013)
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