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Merck
CN

SML1104

NQTrp

≥98% (HPLC)

Synonym(s):

1,4-Naphthoquinon-2-yl-l-tryptophan, N-(1,4-Dihydro-1,4-dioxo-2-naphthalenyl)-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C21H16N2O4
CAS Number:
185351-19-3
Molecular Weight:
360.36
NACRES:
NA.77
PubChem Substance ID:
329825479
UNSPSC Code:
12352200
MDL number:
MFCD21496345
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C21H16N2O4/c24-19-10-17(20(25)15-7-2-1-6-14(15)19)23-18(21(26)27)9-12-11-22-16-8-4-3-5-13(12)16/h1-8,10-11,18,22-23H,9H2,(H,26,27)/t18-/m0/s1

SMILES string

O=C1C(N[C@H](C(O)=O)CC2=CNC3=C2C=CC=C3)=CC(C4=C1C=CC=C4)=O

InChI key

DZZUYZXINNHEGM-SFHVURJKSA-N

assay

≥98% (HPLC)

form

powder

color

, orange to dark orange-red

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

NQTrp is a potent inhibitor of amyloid aggregation (AD).
NQTrp is a potent inhibitor of amyloid aggregation (AD). NQTrp completely inhibits Ab oligomerization and fibrillization, and the cytotoxic effect of Ab oligomers in cultured neuronal cell line.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
074M4621V

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Moran Frenkel-Pinter et al.
Journal of Alzheimer's disease : JAD, 51(1), 165-178 (2016-02-03)
Tauopathies, such as Alzheimer's disease (AD), are a group of disorders characterized neuropathologically by intracellular toxic accumulations of abnormal protein aggregates formed by misfolding of the microtubule-associated protein tau. Since protein self-assembly appears to be an initial key step in
Olivia Berthoumieu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(36), 12657-12666 (2015-07-17)
Inhibition of the aggregation of the monomeric peptide β-amyloid (Aβ) into oligomers is a widely studied therapeutic approach in Alzheimer's disease (AD). Many small molecules have been reported to work in this way, including 1,4-naphthoquinon-2-yl-L-tryptophan (NQ-Trp). NQ-Trp has been reported

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