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Merck
CN

565794

β-Secretase Inhibitor IV

InSolution, ≥95%

别名:

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

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关于此项目

经验公式（希尔记法）:
C31H38N4O5S
化学文摘社编号:
797035-11-1
分子量:
578.72
UNSPSC Code:
12352200
NACRES:
NA.54
MDL number:
MFCD09037559

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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

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 key

VPNIQGRFZCTBEZ-SPTGULJVSA-N

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

Quality Level

100

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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)

存储类别

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F - closed cup - (refers to pure substance)

flash_point_c

87 °C - closed cup - (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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