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L1790

L-685,458

>96% (HPLC), solid

Synonym(s):

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

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Size/SKUAvailabilityPrice
1 mg
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$552.00
$469.20

About This Item

Empirical Formula (Hill Notation):
C39H52O6N4
CAS Number:
Molecular Weight:
672.85
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
>96% (HPLC)
Form:
solid

$469.20

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Quality Segment

assay

>96% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

storage temp.

−20°C

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

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

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.
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.

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This Item
T7830SML2962E9661
description

>96% (HPLC), solid

description

>98% (HPLC)

description

≥94.5% (HPLC)

description

from Gnomonia errabunda, ≥95% (HPLC)

form

solid

form

lyophilized powder

form

lyophilized powder

form

-

assay

>96% (HPLC)

assay

>98% (HPLC)

assay

≥94.5% (HPLC)

assay

≥95% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: >10 mg/mL

solubility

H2O: >2 mg/mL

solubility

-

solubility

DMSO: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

originator

-

originator

-

originator

-


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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