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L-685,458

SIGMA/L1790 - >96% (HPLC), solid

Synonym: (5S)-(t-Butoxycarbonylamino)-6-phenyl-(4R)hydroxy-(2R)benzylhexanoyl)-L-leu-L-phe-amide

CAS Number: 292632-98-5
Empirical Formula (Hill Notation): C39H52O6N4
Molecular Weight: 672.85
MDL Number: MFCD03093402
Linear Formula: C39H52O6N4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-L1790-1MG 1 mg
$552.00
1/EA
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assay >96% (HPLC)
color white
form solid
InChI 1S/C39H52N4O6/c1-26(2)21-33(37(47)41-32(35(40)45)24-29-19-13-8-14-20-29)42-36(46)30(22-27-15-9-6-10-16-27)25-34(44)31(23-28-17-11-7-12-18-28)43-38(48)49-39(3,4)5/h6-20,26,30-34,44H,21-25H2,1-5H3,(H2,40,45)(H,41,47)(H,42,46)(H,43,48)/t30-,31+,32+,33+,34-/m1/s1
InChI key MURCDOXDAHPNRQ-ZJKZPDEISA-N
originator Merck & Co., Inc., Kenilworth, NJ, U.S.
Quality Level 100 
SMILES string O[C@@H]([C@H](CC1=CC=CC=C1)NC(OC(C)(C)C)=O)C[C@@H](CC2=CC=CC=C2)C(N[C@@H](CC(C)C)C(N[C@@H](CC3=CC=CC=C3)C(N)=O)=O)=O
solubility DMSO: >10 mg/mL
storage temp. −20°C
Application: 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.
Biochem/physiol Actions: L-685,458 is a potent, selective, structurally novel γ-secretase inhibitor; equipotent inhibitor of both Aβ1-42 and Aβ1-40 production.
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.
Features and Benefits: This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S. . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
Legal Information: Manufactured and sold under license from Merck & Co., Inc., Kenilworth, NJ, U.S.
Packaging: 1, 5 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity >96% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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