100068

17-AAG

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

• Szinonimák: 17-AAG, NSC-330507, 17-AG, 17-(Allylamino)-17-demethoxygeldanamycin, 17-Allylaminogeldanamycin
• Tapasztalati képlet (Hill-képlet): C₃₁H₄₃N₃O₈
• CAS-szám: 75747-14-7
• Molekulatömeg: 585.69
• MDL-szám: MFCD04973892
• UNSPSC kód: 12352200
• NACRES: NA.77

Tulajdonságok

• Ügynökség: according to ISO 10272
• Minőségi szint: 100
• termékcsalád: GranuCult^® prime
• Teszt: ≥98% (HPLC)
• form: medium granules (dehydrated (DCM)); solid
• gyártó/kereskedő neve: Calbiochem^®; GranuCult^®
• tárolási körülmény: OK to freeze; protect from light
• technika/technikák: microbiological culture: suitable
• szín: purple
• oldhatóság: DMSO: 10 mg/mL; methanol: 10 mg/mL
• alkalmazás(ok): food and beverages; microbiology; pathogen testing
• kiszállítva: wet ice
• tárolási hőmérséklet: −20°C
• alkalmasság: 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
• Nemzetközi kémiai azonosító kulcs: AYUNIORJHRXIBJ-CQFHKJEWSA-N

Leírás

Általános leírás

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.

Biokémiai/fiziológiai hatások

Cell permeable: no

EC50 = 7.2 µM for Hsp90

Primary Target
Hsp90

Product does not compete with ATP.

Reversible: no

Kiszerelés

Packaged under inert gas

Figyelmeztetés

Toxicity: Standard Handling (A)

Feloldás

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

Egyéb megjegyzések

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.

Jogi információk

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

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