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NQTrp (Synonyms: 1,4-Naphthoquinon-2-yl-L-tryptophan)

Katalog-Nr.GC17037

NQTrp, ein aromatisches Naphthochinon-Tryptophan-HybridmolekÜl, ein Inhibitor der Aggregation des Tau-Proteins mit generischer anti-amyloidogener Wirkung.

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NQTrp Chemische Struktur

Cas No.: 185351-19-3

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10mM (in 1mL DMSO)
64,00 $
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1mg
35,00 $
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5mg
132,00 $
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10mg
196,00 $
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25mg
447,00 $
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50mg
446,00 $
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Sample solution is provided at 25 µL, 10mM.

Description of NQTrp

NQTrp, also known as 1,4-naphthoquinon-2-yl-L-tryptophan, is an inhibitor of the Alzheimer’s disease-associated β-amyloid [1].

Alzheimer’s disease (AD) is a progressive neurodegenerative disorder and the early soluble oligomeric species of Aβ plays a fundamental role in the pathogenesis of AD [1]. The Aβ peptide results from the cleavage of the amyloid precursor protein (APP) by the β- and γ-secretases and the predominant Aβ peptides found in the brain are 40 (Aβ1-40) and 42 (Aβ1-42) residues [2].

In the oligomer inhibition assay and ThT fibril inhibition assay, NQTrp completely inhibited Aβ oligomerization and fibrillization. In cultured neural cells, NQTrp dose-dependently inhibited Aβ to assemble into toxic oligomers. In rat PC12 neuronal cell line, NQTrp significantly inhibited the cytotoxic effect of the Aβ oligomers and increased the viability of the cells [1].

In a Drosophila model of AD, NQTrp prolonged the life span of Aβ1–42-expressing flies. Aβ1–42-expressing flies with NQTrp displayed dramatic improvement, behaving almost identical to the control classes. The brains of these flies showed a significant reduction in oligomeric species of Aβ [1].

References:
[1].  Scherzer-Attali R, Pellarin R, Convertino M, et al. Complete phenotypic recovery of an Alzheimer's disease model by a quinone-tryptophan hybrid aggregation inhibitor. PLoS One. 2010 Jun 14;5(6):e11101.
[2].  Zhang T, Xu W, Mu Y, et al. Atomic and dynamic insights into the beneficial effect of the 1,4-naphthoquinon-2-yl-L-tryptophan inhibitor on Alzheimer's Aβ1-42 dimer in terms of aggregation and toxicity. ACS Chem Neurosci. 2014 Feb 19;5(2):148-59.

Chemical Properties of NQTrp

Cas No. 185351-19-3 SDF
Überlieferungen 1,4-Naphthoquinon-2-yl-L-tryptophan
Chemical Name N-(1,4-dihydro-1,4-dioxo-2-naphthalenyl)-L-tryptophan
Canonical SMILES O=C(C=C(N[C@H](C(O)=O)CC1=CNC2=C1C=CC=C2)C3=O)C4=C3C=CC=C4
Formula C21H16N2O4 M.Wt 360.4
Löslichkeit ≤1mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of NQTrp

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.7747 mL 13.8735 mL 27.7469 mL
5 mM 554.9 μL 2.7747 mL 5.5494 mL
10 mM 277.5 μL 1.3873 mL 2.7747 mL
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