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Biochem/physiol Actions
Binds to the VHL protein with high-affinity and efficiently disrupts VHL-HIF-α interaction.
VHL Binder 30 (VHL Binder, Compound 30) is a highly potent, efficacious von Hippel−Lindau (VHL) E3 ubiquitin ligase binder with greater cell permeability, higher binding affinity (Kd = 37 & 25 nM by fluorescence polarization and surface plasmon resonance, respectively) and superior ability to induce Hypoxia-inducible factor-1α (HIF-1α) transcriptional activity (% of HIF-1α stabilization levels at 50 µM for 2 hr = 182 & 224 in HeLa & HEK293 cells; HIF-1α-OH stabilization at 50 µM for 2 hr = 263, 208 in HeLa & HEK293 cells, respectively; VH298 as the reference ligand VH298).
| Quality Level | 100 |
| assay | ≥97% (HPLC) |
| form | powder |
| color | white to beige |
| solubility | DMSO: 2 mg/mL, clear |
| storage temp. | -10 to -25°C |
| SMILES string | C[C@H](NC([C@@H]1C[C@@H](O)CN1C([C@@H](NC(C2(F)CC2)=O)C(C)(C)C)=O)=O)C3=C(C=C(C=C3)C4=C(N=CS4)C)C |
| InChI | 1S/C28H37FN4O4S/c1-15-11-18(22-17(3)30-14-38-22)7-8-20(15)16(2)31-24(35)21-12-19(34)13-33(21)25(36)23(27(4,5)6)32-26(37)28(29)9-10-28/h7-8,11,14,16,19,21,23,34H,9-10,12-13H2,1-6H3,(H,31,35)(H,32,37)/t16-,19+,21-,23+/m0/s1 |
| InChI key | NBHYPBDUODSQHJ-DTPUHQDNSA-N |
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