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H6649

Sigma-Aldrich

Herbimycin A from Streptomyces hygroscopicus

≥95% (HPLC), powder

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About This Item

Formula empirica (notazione di Hill):
C30H42N2O9
Numero CAS:
70563-58-5
Peso molecolare:
574.66
Beilstein:
4834067
Numero MDL:
MFCD00151702
Codice UNSPSC:
12352200
ID PubChem:
24895756
NACRES:
NA.77

Origine biologica

Streptomyces hygroscopicus

Livello qualitativo

200

Saggio

≥95% (HPLC)

Forma fisica

powder

Colore

yellow

Solubilità

DMSO: 7.5 mg/mL

Spettro attività antibiotica

viruses

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
MCAHMSDENAOJFZ-BVXDHVRPSA-N

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Descrizione generale

DMSO stock solution can be diluted in phosphate buffered saline. The ratio of buffer:DMSO should be greater than 500:1.
Herbimycin A from Streptomyces hygroscopicus is a benzoquinoid ansamycin antibiotic. It is an analog of geldanamycin.

Applicazioni

Herbimycin A from Streptomyces hygroscopicus has been used as an inhibitor of Src tyrosine kinase in HEK293T cells and rat intestinal epithelial cells. It has also been used to test its attenuation effect in intimal hyperplasia (IH) post balloon injury in rat carotid artery.

Azioni biochim/fisiol

Herbimycin A is an inducer of heat shock protein (HSP). It increases HSP expression resulting in the attenuation of ischemia reperfusion induced pulmonary injury.
An antibiotic that inhibits protein tyrosine kinase. Herbimycin A is a potent inhibitor of angiogenesis.

Avvertenza

Hygroscopic and photosensitive

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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K Nagaishi et al.
Journal of cellular physiology, 180(3), 345-354 (1999-08-03)
We previously reported that a 21-kDa phosphoprotein may play an important role in superoxide production through dephosphorylation by neutrophillike differentiated HL-60 cells (Suzuki et al., 1995, Biochim Biophys Acta 1266: 261-267). The phosphoprotein was identified as cofilin, an actin-binding protein
T Zakar et al.
Canadian journal of physiology and pharmacology, 77(2), 138-142 (1999-10-27)
Human amnion cells in primary culture respond to glucocorticoids in a characteristic fashion by the increased expression of the inducible prostaglandin endoperoxide H synthase isoenzyme, PGHS-2. Since PGHS-2 induction by agonists generally involves tyrosine kinases, we examined the possibility that
M A Davis et al.
Toxicology and applied pharmacology, 161(1), 59-74 (1999-11-24)
It is important to understand the mechanisms by which phosphorylation-dependent events play a role in regulation of apoptosis in toxicant-metabolizing organs such as the kidney. Our previous work demonstrated that the toxicant and phosphatase inhibitor okadaic acid induces apoptosis of
Naoki Kawai et al.
Gastroenterology, 122(2), 331-339 (2002-02-08)
Src activation is correlated with progression of colorectal cancer (CRC). CRCs accompanied by ulcerative colitis, chronic inflammation in the colon, often have elevated Src activity, and ulcerative colitis-related CRCs are more likely to become invasive, whereas Ras activation is rarely
T Oikawa et al.
Biological & pharmaceutical bulletin, 17(10), 1430-1432 (1994-10-01)
Six herbimycin A (HBM) derivatives were examined for their anti-angiogenic effects in a bioassay system involving chorioallantoic membranes (CAMs) of growing chick embryos on the basis of our previous observation that HBM is a potent angiogenesis inhibitor. 17-Cyclopropylamino-HBM dose-dependently inhibited
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