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Merck

100068

17-AAG

A less toxic, potent, synthetic derivative of the ansamycin benzoquinone antibiotic Geldanamycin, Streptomyces hygroscopicus.

동의어(들):

17-AAG, NSC-330507, 17-AG, 17-(Allylamino)-17-demethoxygeldanamycin, 17-Allylaminogeldanamycin

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C31H43N3O8
CAS 번호:
75747-14-7
Molecular Weight:
585.69
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
MFCD04973892

주요 문서

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도움 문의

InChI

1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9+,18-10-,20-15+/t17-,19-,24-,25-,27+,29-/m1/s1

InChI key

AYUNIORJHRXIBJ-CQFHKJEWSA-N

Quality Level

100

assay

≥98% (HPLC)

form

medium granules (dehydrated (DCM)), solid

manufacturer/tradename

Calbiochem®, GranuCult®

storage condition

OK to freeze, protect from light

technique(s)

microbiological culture: suitable

color

purple

solubility

DMSO: 10 mg/mL, methanol: 10 mg/mL

application(s)

food and beverages
microbiology
pathogen testing

shipped in

wet ice

storage temp.

−20°C

suitability

Listeria spp.

관련 카테고리

General description

A less toxic, potent, synthetic derivative of the ansamycin benzoquinone antibiotic Geldanamycin Streptomyces hygroscopicus (Cat. No. 345805) that binds to Hsp90 (EC50 = 7.2 µM) and regulates its function. Reported to induce apoptosis and exhibit anti-tumor properties (IC50 = 4.1 nM in SKBR3 and 5.2 nM in MCF7 cells). Depletes cancer cells of erbB-1, erbB-2 (EC50 = 45 nM), mutant p53, (EC50 = 62 nM), Raf-1 (EC50 = 80 nM), and Akt. Hence, inhibits the Ras/Raf/MEK and PI3-Kinase signaling pathways. Shown to sensitize cancer cells to Paclitaxel (Cat. No. 580555) and Doxorubicin (Cat. No. 324380), and down-regulates vascular endothelial factor expression.

Biochem/physiol Actions

Cell permeable: no
EC50 = 7.2 µM for Hsp90
Primary Target
Hsp90
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Basso, A.D., et al. 2002. Oncogene21, 1159.
Clarke, P.A., et al. 2002. Oncogene19, 4125.
Clarke, P.A., et al. 2000. Oncogene19, 4125.
Schulte, T.W., and Neckers, L.M. 1998. Cancer Chemother. Pharmacol.42, 273.
Schnur, R.C., et al. 1995. J. Med. Chem.38, 3806.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
GRANUCULT is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

시험 성적서(COA)

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문서 라이브러리 방문

Behnoush Khaledian et al.
Cancer science, 112(3), 1225-1234 (2020-12-29)
We have previously identified receptor tyrosine kinase-like orphan receptor 1 (ROR1) as a direct transcriptional target of TTF-1/NKX2-1, a lineage-survival oncogene in lung adenocarcinoma. ROR1 sustains prosurvival signaling from multiple receptor tyrosine kinases including epidermal growth factor receptor, MET, and
Margaret Am Nelson et al.
eLife, 10 (2021-06-17)
Currently there is great interest in targeting mitochondrial oxidative phosphorylation (OXPHOS) in cancer. However, notwithstanding the targeting of mutant dehydrogenases, nearly all hopeful 'mito-therapeutics' cannot discriminate cancerous from non-cancerous OXPHOS and thus suffer from a limited therapeutic index. Using acute

국제 무역 품목 번호

SKUGTIN
100068-500UGCN04055977226881
1.00068.050004022536977331

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