NQTrp

Modify Date: 2024-01-31 12:05:38

NQTrp Structure
NQTrp structure
Common Name NQTrp
CAS Number 185351-19-3 Molecular Weight 360.36300
Density N/A Boiling Point N/A
Molecular Formula C21H16N2O4 Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of NQTrp


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].

 Names

Name (2S)-2-[(1,4-dioxonaphthalen-2-yl)amino]-3-(1H-indol-3-yl)propanoic acid
Synonym More Synonyms

 NQTrp 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
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
InChIKey DZZUYZXINNHEGM-SFHVURJKSA-N
SMILES O=C1C=C(NC(Cc2c[nH]c3ccccc23)C(=O)O)C(=O)c2ccccc21

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
RIDADR NONH for all modes of transport

 Articles2

More 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...

 Synonyms

L-Tryptophan,N-(1,4-dihydro-1,4-dioxo-2-naphthalenyl)
TRY001
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