L-685 458

Product Name: L-685 458
CAS No.: 292632-98-5
Chemical Name: L-685 458
Synonyms: CS-2367;L-685458 (L-685,458;L-685458;L 685458;L685458;(5S)-(tert-Butoxycarbonylamino)-6-phenyl-(4R)-hydroxy-(2R)-benzylhexanoyl)-L-leucy-L-phenylalaninamide;Apoptosis,alzheimer’s disease,L 685458,inhibit,L685458,HES1,cancer,Inhibitor,Gamma secretase,γ-secretase,L-685458;N-[(2R,4R,5S)-5-[[(1,1-DiMethylethoxy)carbonyl]aMino]-4-hydroxy-1-oxo-6- phenyl-2-(phenylMethyl)hexyl]-L-leucyl-L-phenylalaninaMide;L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-
CBNumber: CB1503740
Molecular Formula: C39H52N4O6
Formula Weight: 672.85
MOL File: 292632-98-5.mol

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L-685 458 Property

Melting point:: 212-213 °C
Boiling point:: 938.5±65.0 °C(Predicted)
Density: 1.155±0.06 g/cm3(Predicted)
storage temp.: -20°C
solubility: DMSO: >10 mg/mL, soluble
form: solid
pka: 12.09±0.46(Predicted)
color: white

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
HS Code: 29242990

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L1790
Product name: L-685,458
Purity: >96% (HPLC), solid
Packaging: 1mg
Price: $501
Updated: 2024/03/01

Cayman Chemical

Product number: 14926
Product name: L-685,458
Packaging: 1mg
Price: $183
Updated: 2024/03/01

Cayman Chemical

Product number: 14926
Product name: L-685,458
Packaging: 5mg
Price: $724
Updated: 2024/03/01

Cayman Chemical

Product number: 14926
Product name: L-685,458
Packaging: 10mg
Price: $1266
Updated: 2024/03/01

TRC

Product number: D472995
Product name: N-[(2R,4R,5S)-5-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-L-phenylalaninamide
Packaging: 5mg
Price: $915
Updated: 2021/12/16

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L-685 458 Chemical Properties,Usage,Production

Uses

N-[(2R,4R,5S)-5-[[(1,1-Dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-L-phenylalaninamide, is a γ-Secretase Inhibitor, the enzyme complex that catalyzes the cleavage of the amyloid precursor protein (APP) to generate amyloid β-peptide (Aβ), the major causative agent in Alzheimer disease (AD).

Uses

L-685,458 has been used to attenuate Notch signalling in ovary culture. It has also been used to analyze the specificity of the γ-secretase activity in brain tissue samples.

Definition

ChEBI: L-685,458 is a peptide and carboxamide that is L-leucyl-L-phenylalaninamide, L-Leu-L-Phe-NH2, which has been acylated on the N-terminus by a Phe-Phe hydroxyethylene dipeptide isotere, 2R-benzyl-5S-tert-butoxycarbonylamino-4R-hydroxy-6-phenylhexanoic acid. Compounds based on the structure of L-685,458 are potent inhibitors of gamma-secretase, which mediates the final catalytic step that generates the amyloid beta-peptide (Abeta), which assembles into the neurotoxic aggregates in the brains of sufferers of Alzheimer's disease. It has a role as a peptidomimetic and an EC 3.4.23.46 (memapsin 2) inhibitor. It is a secondary alcohol, a peptide, a carbamate ester and a monocarboxylic acid amide. It contains a tert-butoxycarbonyl group.

Biological Activity

Potent and selective γ -secretase inhibitor (IC 50 = 17 nM) that displays > 50-fold selectivity over a range of aspartyl, serine and cysteine proteases. Exhibits equal potency for inhibition of A β 40 and A β 42 peptides (IC 50 values are 48 and 67 nM respectively in human neuroblastoma cells). Also regulates CXCR4 and VEGFR2 expression through inhibition of Notch signaling in vitro .

Biochem/physiol Actions

L-685,458 mimics the transition state in aspartyl protease. It possesses an IC50 of 17nM with respect to inhibition of Aβ synthesis. It is known to block Notch (neurogenic locus notch homolog protein) signaling, which in turn reduces ERK (extracellular signal regulated kinase) phosphorylation by EGF (epidermal growth factor). L-685,458 targets the active site and substrate binding site of the enzyme.

storage

Store at -20°C

L-685 458 Preparation Products And Raw materials

Raw materials

Preparation Products

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L-685 458 Suppliers

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292632-98-5, L-685 458Related Search:

CS-2367

L-685458 (L-685,458

L-685458;L 685458;L685458

(5S)-(tert-Butoxycarbonylamino)-6-phenyl-(4R)-hydroxy-(2R)-benzylhexanoyl)-L-leucy-L-phenylalaninamide

N-[(2R,4R,5S)-5-[[(1,1-DiMethylethoxy)carbonyl]aMino]-4-hydroxy-1-oxo-6- phenyl-2-(phenylMethyl)hexyl]-L-leucyl-L-phenylalaninaMide

L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-

Apoptosis,alzheimer’s disease,L 685458,inhibit,L685458,HES1,cancer,Inhibitor,Gamma secretase,γ-secretase,L-685458

292632-98-5

C39H52O6N4