100068

17-AAG

according to ISO 10272, A less toxic, potent, synthetic derivative of the ansamycin benzoquinone antibiotic Geldanamycin, Streptomyces hygroscopicus., GranuCult^® prime

• 동의어(들): 17-AAG, NSC-330507, 17-AG, 17-(Allylamino)-17-demethoxygeldanamycin, 17-Allylaminogeldanamycin
• 실험식(Hill 표기법): C₃₁H₄₃N₃O₈
• CAS Number: 75747-14-7
• Molecular Weight: 585.69
• MDL number: MFCD04973892
• UNSPSC 코드: 12352200
• NACRES: NA.77

속성

• Agency: according to ISO 10272
• Quality Level: 100
• 제품 라인: GranuCult^® prime
• 분석: ≥98% (HPLC)
• 형태: medium granules (dehydrated (DCM)); solid
• 제조업체/상표: Calbiochem^®; GranuCult^®
• 저장 조건: OK to freeze; protect from light
• 기술: microbiological culture: suitable
• 색상: purple
• solubility: DMSO: 10 mg/mL; methanol: 10 mg/mL
• 응용 분야: food and beverages; microbiology; pathogen testing
• 배송 상태: wet ice
• 저장 온도: −20°C
• 적합성: Listeria spp.
• 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

설명

일반 설명

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.

생화학적/생리학적 작용

Cell permeable: no

EC50 = 7.2 µM for Hsp90

Primary Target
Hsp90

Product does not compete with ATP.

Reversible: no

포장

Packaged under inert gas

경고

Toxicity: Standard Handling (A)

재구성

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

기타 정보

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.

법적 정보

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

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