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SML3099

Sigma-Aldrich

Glyght

≥95% (HPLC)

Synonym(s):

(E)-5-Phenyl-7-(pyridin-2-yldiazenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

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About This Item

Empirical Formula (Hill Notation):
C20H15N5O
CAS Number:
Molecular Weight:
341.37
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC)

form

powder

storage condition

protect from light at room temperature

color

yellow to orange

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C1NC(C=CC(/N=N/C2=NC=CC=C2)=C3)=C3C(C4=CC=CC=C4)=NC1

General description

Glyght is a benzodiazepine-containing azobenzene compound that acts as a light-controlled negative allosteric modulator that is selective to glycine receptors. It is a powerful and effective compound that can operate in vivo. Glyght attaches to an allosteric site within the interface between the extracellular and transmembrane domains. It is an effective tool for researchers since it has broad activity in both homo- and heteromeric GlyRs across several species of fish and mammals. Moreover, Glyght is photo-switchable at 365 nm for trans-cis isomerization and 455 to 530 nm for cis-trans isomerization.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Alexandre M J Gomila et al.
Cell chemical biology, 27(11), 1425-1433 (2020-08-28)
Glycine receptors (GlyRs) are indispensable for maintaining excitatory/inhibitory balance in neuronal circuits that control reflexes and rhythmic motor behaviors. Here we have developed Glyght, a GlyR ligand controlled with light. It is selective over other Cys-loop receptors, is active in vivo
Photomodulation of Inhibitory Neurotransmission. Insights from Molecular Modeling
Nin-Hill
Biophysical Journal, 118 (2020)

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