S4562

β-Secretase inhibitor

Name: β-Secretase inhibitor
Brand: SIGMA
Price: 14800 CZK

≥97% (HPLC), powder

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1 MG

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About This Item

Empirical Formula (Hill Notation):

C₇₃H₁₁₈N₁₆O₂₇

Molecular Weight:

1651.81

MDL number:

MFCD02683580

UNSPSC Code:

12352200

NACRES:

NA.77

Key Documents

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biological source

synthetic (organic)

Quality Level

200

Assay

≥97% (HPLC)

form

powder

mol wt

~_1.65 kDa

color

white

mp

200 °C

solubility

DMSO: soluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

N([C@H]([C@@H](O)CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)CC(C)C)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CCCCN)[C@H](O)C)CCC(=O)O)C

InChI

1S/C73H118N16O27/c1-11-37(8)59(88-66(108)45(23-27-56(101)102)79-63(105)43(21-25-54(97)98)81-72(114)60(39(10)91)89-62(104)41(75)19-15-16-28-74)71(113)85-49(33-90)68(110)80-44(22-26-55(99)100)65(107)87-58(36(6)7)70(112)83-47(31-51(76)93)67(109)82-46(29-34(2

InChI key

CQTBDEGWLSDJEP-JMAXQNTPSA-N

Related Categories

Bioactive Small Molecule Inhibitors

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Show Differences

1 of 4

This Item	565788	565780	565749
Sigma-Aldrich S4562 β-Secretase inhibitor	Sigma-Aldrich 565788 β-Secretase Inhibitor IV	Sigma-Aldrich 565780 β-Secretase Inhibitor III	Sigma-Aldrich 565749 β-Secretase Inhibitor II
form powder	form solid	form lyophilized	form solid
assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥95% (HPLC)
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. −20°C	storage temp. 2-8°C	storage temp. −20°C	storage temp. −20°C
mol wt ~_1.65 kDa	mol wt -	mol wt -	mol wt -
solubility DMSO: soluble	solubility DMSO: 100 mg/mL	solubility DMSO: 1 mg/mL	solubility DMSO: 5 mg/mL

Amino Acid Sequence

Lys-Thr-Glu-Glu-Ile-Ser-Glu-Val-Asn-Sta-Val-Ala-Glu-Phe

General description

β-Site amyloid precursor protein (APP) cleaving enzyme-1 (BACE1), an aspartic protease belongs to the protease family of enzymes comprises of six luminal cysteine residues. These residues help in the formation of three intermolecular disulfide bonds and N-linked glycosylation sites.[1]

Application

β-Secretase inhibitor has been used as β-site amyloid precursor protein (APP) cleaving enzyme-1 (BACE1) inhibitor in BACE1 inhibitor assay.(2)

β-Secretase inhibitor may be used to inhibit BACE1 in studies related to AD.

Biochem/physiol Actions

β-Site amyloid precursor protein (APP) cleaving enzyme-1 (BACE1) is a β-secretase that initiates the production of amyloid protein in Alzheimer′s dieases (AD) patients. β-Secretase inhibitors decrease the generation of β amyloid and formation of amyloid plaques typical of AD.[2][3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Inkjet printing-based β-secretase fluorescence resonance energy transfer (FRET) assay for screening of potential β-secretase inhibitors of Alzheimer's disease.

Jungmi Lee et al.

Analytica chimica acta, 1022, 89-95 (2018-05-08)

Amyloid-β (Aβ) is generated by proteolytic processing of amyloid precursor protein (APP) by beta-secretase (BACE-1) and gamma-secretase. Amyloid-β is responsible for the formation of senile plaques in Alzheimer's disease (AD). Consequently, inhibition of β-secretase (BACE-1), a rate-limiting enzyme in the

Examination of Akt and GSK3β in BDNF-mediated reductions in BACE1 activity in neuronal cells.

B J Baranowski et al.

Physiological reports, 12(16), e70001-e70001 (2024-08-20)

Brain-derived neurotrophic factor (BDNF) content and signaling has been identified as one potential regulator of amyloid precursor protein (APP) processing. Recently published work has demonstrated that BDNF reduces BACE1 activity while also elevating the inhibition of GSK3β in the prefrontal

β-Secretase (BACE1) inhibitors with high in vivo efficacy suitable for clinical evaluation in Alzheimer's disease.

Hans Hilpert et al.

Journal of medicinal chemistry, 56(10), 3980-3995 (2013-04-18)

An extensive fluorine scan of 1,3-oxazines revealed the power of fluorine(s) to lower the pKa and thereby dramatically change the pharmacological profile of this class of BACE1 inhibitors. The CF3 substituted oxazine 89, a potent and highly brain penetrant BACE1

The Alzheimer's β-secretase BACE1 localizes to normal presynaptic terminals and to dystrophic presynaptic terminals surrounding amyloid plaques.

Patty C Kandalepas et al.

Acta neuropathologica, 126(3), 329-352 (2013-07-04)

β-Site amyloid precursor protein (APP) cleaving enzyme-1 (BACE1) is the β-secretase that initiates Aβ production in Alzheimer's disease (AD). BACE1 levels are increased in AD, which could contribute to pathogenesis, yet the mechanism of BACE1 elevation is unclear. Furthermore, the

A Novel Form of Neuregulin 1 Type III Caused by N-Terminal Processing.

Yukai Wang et al.

Biomolecules, 13(12) (2023-12-23)

Nrg1 (Neuregulin 1) type III, a susceptible gene of schizophrenia, exhibits a critical role in the central nervous system and is essential at each stage of Schwann's cell development. Nrg1 type III comprises double-pass transmembrane domains, with the N-terminal and

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