Geldanamycin - CAS 30562-34-6
Catalog number: 30562-34-6
Category: Inhibitor
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Molecular Formula:
Molecular Weight:
Hsp90 | HSP
Geldanamycin is a benzoquinone ansamycin antibiotic that binds to Hsp90 (Heat Shock Protein 90) and inhibits its function. Hsp90 client proteins play important roles in the regulation of the cell cycle, cell growth, cell survival, apoptosis, angiogenesis and oncogenesis. Hsp90-geldanamycin complex. PDB 1yet Geldanamycin induces the degradation of proteins that are mutated in tumor cells such as v-Src, Bcr-Abl and p53 preferentially over their normal cellular counterparts. This effect is mediated via Hsp90. Despite its potent antitumor potential, geldanamycin presents several major drawbacks as a drug candidate (namely, hepatotoxicity) that have led to the development of geldanamycin analogues.
Brife Description:
Geldanamycin is a natural existing Hsp90 inhibitor with Kd of 1.2 μM, specifically disrupts glucocorticoid receptor (GR)/Hsp association.
Solid powder
NSC 122750
DMSO ≥ 110mg/mL H2O < 1.2mg/mL Ethanol < 1.2mg/mL
3 years -20oC powder, 6 months-80oC in solvent.
Quality Standard:
Melting Point:
252-255 °C
Canonical SMILES:
1.New C-19-modified geldanamycin derivatives: synthesis, antitumor activities, and physical properties study.
Liu YF1,2, Zhong JJ1, Lin L1, Liu JJ1, Wang YG1, He WQ1, Yang ZY1. J Asian Nat Prod Res. 2016 Mar 18:1-13. [Epub ahead of print]
Thiazinogeldanamycin (2) was identified from Streptomyces hygroscopicus 17997 at the late stage of the fermentation. The pH was firstly proposed as an important factor in the biosynthesis of it. It was verified that 2 was produced by direct chemical reactions between geldanamycin (1, GDM) and cysteine or aminoethanethiol hydrochloride at pH > 7 in vitro. The proposed synthesis pathway for compound 2 was also discussed. Eleven new C-19-modified GDM derivatives, including five stable hydroquinone form derivatives, were synthesized, most of which exhibited desirable properties such as lower cytotoxicity, increased water solubility, and potent antitumor activity. Especially, compounds 5 and 8 showed antitumor activities against HepG2 cell with IC50 values of 2.97-6.61 μM, lower cytotoxicity and at least 15-fold higher water solubility compared with 1 in pH 7.0 phosphate buffer.
2.The non-Geldanamycin Hsp90 inhibitors enhanced the antifungal activity of fluconazole.
Li L1, An M1, Shen H2, Huang X1, Yao X3, Liu J1, Zhu F1, Zhang S1, Chen S1, He L4, Zhang J1, Zou Z3, Jiang Y5. Am J Transl Res. 2015 Dec 15;7(12):2589-602. eCollection 2015.
The molecular chaperone heat shock protein 90 (Hsp90) is highly conserved in eukaryotes and facilitates the correct folding, productive assembly and maturation of a diverse cellular proteins. In fungi, especially the most prevalent human fungal pathogen Candida albicans, Hsp90 influences development and modulates drug resistance. Here, we mainly explore the effect of non-Geldanamycin Hsp90 inhibitor HSP990 on the activity of fluconazole (FLC) against Candida albicans and investigate the underlying mechanism. We demonstrate that HSP990 has potent synergistic antifungal activity with FLC against FLC-resistant C. albicans through the checkerboard microdilution assay,agar diffusion tests and time-kill curves, and shows low cytotoxicity to human umbilical vein endothelial cells. Further study shows that the activity of FLC against C. albicans biofilm formation in vitro is significantly enhanced when used in combination with HSP990. In a murine model of disseminated candidiasis, the therapeutic efficacy of FLC is also enhanced by the pharmacological inhibition of C.
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CAS 30562-34-6 Geldanamycin

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