General description
A cell-permeable isophthalamide compound containing hydroxyethylamine motif that binds to BACE-1 active site and potently blocks its proteolytic activity (IC50 = 15 nM for BACE-1, human and 29 nM for sAPP_NF in HEK293-APPNFEV cells). Displays greater selectivity over other aspartyl proteases (IC50 = 0.23 µM, 7.6 µM and >50 µM for BACE-2, cathepsin D, and renin, respectively). The solid form of this compound (Cat. No. 565788 ) is also available.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
β-Secretase
Reversible: yes
Target IC50: 15 nM for BACE-1, human and 29 nM for sAPP_NF in HEK293-APPNFEV cells
Packaging
Packaged under inert gas
Physical form
A 10 mM (500 µg/86.4 µL) solution of β-Secretase Inhibitor IV (Cat. No. 565788) in DMSO.
Preparation Note
Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C. For short term storage, aliquots are stable for up to 3 months at -20°C.
Other Notes
Stachel, S.J., et al. 2004. J. Med. Chem.47, 6447.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
| Quality Segment | 100 |
| assay | ≥95% (HPLC) |
| form | liquid |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,avoid repeated freeze/thaw cycles,desiccated (hygroscopic),protect from light |
| shipped in | dry ice |
| storage temp. | −70°C |
| SMILES string | O=C(C1=CC(C(N[C@@H](CC2=CC=CC=C2)[C@H](O)CNC3CC3)=O)=CC(N(S(C)(=O)=O)C)=C1)N[C@H](C)C4=CC=CC=C4 |
| InChI | 1S/C31H38N4O5S/c1-21(23-12-8-5-9-13-23)33-30(37)24-17-25(19-27(18-24)35(2)41(3,39)40)31(38)34-28(16-22-10-6-4-7-11-22)29(36)20-32-26-14-15-26/h4-13,17-19,21,26,28-29,32,36H,14-16,20H2,1-3H3,(H,33,37)(H,34,38)/t21-,28+,29-/m1/s1 |
| InChI key | VPNIQGRFZCTBEZ-SPTGULJVSA-N |
