NQTrp

Names

[ Name ]:
NQTrp

[Synonym ]:
L-Tryptophan,N-(1,4-dihydro-1,4-dioxo-2-naphthalenyl)
TRY001

Biological Activity

[Description]:

NQTrp, an aromatic naphthoquinone-tryptophan hybrid molecule, an inhibitor of the aggregation of the tau protein with generic anti-amyloidogenic effects. NQTrp inhibits the in vitro aggregation of hexapeptide (41GCWMLY46 within the N-terminus of γD-crystallin) as well as full-length γD-crystallin[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

[In Vitro]

In TEM analysis, GDC6 peptide fibrils (50 μM) in the presence of NQTrp 5:1, 1:1, 1:5 ratio (GDC6: NQTrp). NQTrp effectively inhibits the fibrillation of the GDC6 peptide (50 μM) in a dose-dependent manner and prevents the formation of elongated amyloid fibrils[1]. NQTrp has no toxic effect toward retinal cell culture and reduces the cytotoxicity induced by aggregates of the hexapeptide(IC50=70 μM) in ARPE-19 cells[1].

[References]

[1]. Malak Abu-Hussien, et al. An amyloidogenic hexapeptide from the cataract-associated γD-crystallin is a model for the full-length protein and is inhibited by naphthoquinone-tryptophan hybrids. Int J Biol Macromol. 2020 Aug 15;157:424-433.

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₁H₁₆N₂O₄

[ Molecular Weight ]:
360.36300

[ Exact Mass ]:
360.11100

[ PSA ]:
99.26000

[ LogP ]:
3.10720

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ RIDADR ]:
NONH for all modes of transport

Articles

Combined experimental and simulation studies suggest a revised mode of action of the anti-Alzheimer disease drug NQ-Trp.

Chemistry 21 , 12657-66, (2015)

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 wo...

Naphthoquinone-Tryptophan Hybrid Inhibits Aggregation of the Tau-Derived Peptide PHF6 and Reduces Neurotoxicity.

J. Alzheimers Dis. 51 , 165-78, (2016)

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 th...