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Merck

565788

β-Secretase Inhibitor IV

≥98% (HPLC), solid, β-secretase inhibitor, Calbiochem®

Synonyme(s) :

β-Secretase Inhibitor IV, BACE Inhibitor C3

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A propos de cet article

Formule empirique (notation de Hill) :
C31H38N4O5S
Numéro CAS:
797035-11-1
Poids moléculaire :
578.72
UNSPSC Code:
12352200
MDL number:
MFCD09037559
NACRES:
NA.77

Principaux documents

Voir toute la documentation
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Nom du produit

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).

SMILES string

[S](=O)(=O)(N(C)c1cc(cc(c1)C(=O)N[C@H](C)c4ccccc4)C(=O)N[C@H]([C@H](O)CNC3CC3)Cc2ccccc2)C

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

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Catégories apparentées

Biochem/physiol Actions

Cell permeable: yes
Primary Target
BACE-1 human
Product does not compete with ATP.
Reversible: no
Target IC50: 15 nM for BACE-1, human and 29 nM for sAPP_NF in HEK293-APPNFEV cells

Disclaimer

Toxicity: Standard Handling (A)

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). Also available as a 10 mM solution in DMSO (Cat. No. 565794).Please note that the molecular weight for this compound is batch-specific due to variable water content.

Other Notes

Halima, S.B., et al. 2016. Cell Reports.14, In press.
Stachel, S.J., et al. 2004. J. Med. Chem.47, 6447.
Solubilize in DMSO (10 mg/ml), aliquot & store at -20*C; stable for 3 months.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Classe de stockage

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Yuji Kamikubo et al.
Frontiers in molecular neuroscience, 15, 1068990-1068990 (2023-01-24)
Alzheimer's disease (AD) is a progressive neurodegenerative brain disorder and the most common cause of dementia in the elderly. The presence of large numbers of senile plaques, neurofibrillary tangles, and cerebral atrophy is the characteristic feature of AD. Amyloid β
Hirotaka Watanabe et al.
Methods in molecular biology (Clifton, N.J.), 2549, 209-217 (2021-05-08)
Amyloid β (Aβ) peptides are the main component of the characteristic insoluble deposits in brain parenchyma and small blood vessels in the patients afflicted with Alzheimer's disease (AD) and cerebral amyloid angiopathy (CAA). These small peptides are attributed to the
Noa Stern et al.
International journal of molecular sciences, 23(21) (2022-11-12)
Alzheimer's disease (AD) is a complex and widespread condition, still not fully understood and with no cure yet. Amyloid beta (Aβ) peptide is suspected to be a major cause of AD, and therefore, simultaneously blocking its formation and aggregation by
Christiane Volbracht et al.
Analytical biochemistry, 387(2), 208-220 (2009-05-21)
Amyloid-beta peptide (Abeta), a putatively causative agent of Alzheimer's disease (AD), is proteolytically derived from beta-amyloid precursor protein (APP). Here we describe cellular assays to detect the activity of the key protease beta-site of APP cleaving enzyme 1 (BACE1) based
Christos Galanis et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 41(24), 5157-5172 (2021-05-01)
The physiological role of the amyloid-precursor protein (APP) is insufficiently understood. Recent work has implicated APP in the regulation of synaptic plasticity. Substantial evidence exists for a role of APP and its secreted ectodomain APPsα in Hebbian plasticity. Here, we
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