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565794

Sigma-Aldrich

β-Secretase Inhibitor IV

InSolution, ≥95%

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Synonym(s):
InSolution β-Secretase Inhibitor IV, N-(1 S, 2 R)-1-Benzyl-3-(cyclopropylamino)-2-hydroxypropyl)-5-(methyl(methylsulfonyl)amino-Nʹ-((1 R)-1-phenylethyl)isophthalamide
Empirical Formula (Hill Notation):
C31H38N4O5S
CAS Number:
Molecular Weight:
578.72
MDL number:

Quality Level

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

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565788565771324759
β-Secretase Inhibitor IV InSolution, ≥95%

565794

β-Secretase Inhibitor IV

β-Secretase Inhibitor IV β-Secretase Inhibitor IV, CAS 797035-11-1, is a cell-permeable inhibitor that binds to BACE-1 active site and blocks its proteolytic activity (IC₅₀ = 15 nM for human BACE-1).

565788

β-Secretase Inhibitor IV

γ-Secretase Inhibitor X InSolution, ≥90%, 1 mM

565771

γ-Secretase Inhibitor X

Elastase Inhibitor IV The Elastase Inhibitor IV, also referenced under CAS 127373-66-4, controls the biological activity of Elastase. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

324759

Elastase Inhibitor IV

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥90% (HPLC)

assay

≥95% (HPLC)

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−70°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage condition

OK to freeze, desiccated (hygroscopic), avoid repeated freeze/thaw cycles, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, desiccated, protect from light

storage condition

OK to freeze, protect from light

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

Warning

Toxicity: Irritant (B)

Physical form

A 10 mM (500 µg/86.4 µL) solution of β-Secretase Inhibitor IV (Cat. No. 565788) in DMSO.

Reconstitution

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

188.6 °F - (refers to pure substance)

flash_point_c

87 °C - (refers to pure substance)


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Diana Scholz et al.
Journal of neurochemistry, 147(2), 256-274 (2018-05-29)
The initial step in the amyloidogenic cascade of amyloid precursor protein (APP) processing is catalyzed by beta-site APP-cleaving enzyme (BACE), and this protease has increased activities in affected areas of Alzheimer's disease brains. We hypothesized that altered APP processing, because

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