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SML1525

Sigma-Aldrich

(-)-JQ1

≥95% (HPLC)

Sinônimo(s):

(R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate, 6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid, 4-(4-chlorophenyl)-2,3,9-trimethyl-, 1,1-dimethylethyl ester, (6R)-

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5 MG
R$ 1.488,00
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5 MG
R$ 1.488,00
25 MG
R$ 5.478,00

About This Item

Fórmula empírica (Notação de Hill):
C23H25ClN4O2S
Número CAS:
Peso molecular:
456.99
Número MDL:
Código UNSPSC:
51111800
ID de substância PubChem:
NACRES:
NA.77

R$ 1.488,00


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Nível de qualidade

Ensaio

≥95% (HPLC)

Formulário

powder

cor

white to beige

solubilidade

DMSO: 20 mg/mL, clear

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

O=C(OC(C)(C)C)C[C@@H]1C2=NN=C(C)N2C(SC(C)=C3C)=C3C(C4=CC=C(Cl)C=C4)=N1

InChI

1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m1/s1

chave InChI

DNVXATUJJDPFDM-QGZVFWFLSA-N

Categorias relacionadas

Descrição geral

JQ1 is a member of the triazolo-diazepine compound family which functions as a pan-BET (bromodomain and extra-terminal motif) family inhibitor.[1] Its core structure is composed of thienodiazepine.[2]

Ações bioquímicas/fisiológicas

(-)-JQ1 is an inactive enantiomer of JQ1 that serves as a negative control.
(-)-JQ1 is the negative control probe for (+)-JQ1, the active enantiomer of (+/-)-JQ1, which is a potent and selective BET bromodomain inhibitor. (-)-JQ1 shows no significant interaction with BRD1-4 or other bromodomains.

For characterization details of the active probe, (+)-JQ1, please visit the JQ1 probe summary on the Structural Genomics Consortium (SGC) website.

(+)-JQ1, the active enantiomer, is available from Sigma. To learn more about and purchase (+)-JQ1, click here.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Características e benefícios

(-) JQ-1 is a negative control for (+) JQ1, an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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Targeting chromatin readers.
James LI and Frye SV
Clinical Pharmacology and Therapeutics, 93(4), 312-314 (2013)
Jiwoon Lee et al.
Glia, 71(12), 2866-2883 (2023-08-16)
The zebrafish retina possesses tremendous regenerative potential. Müller glia underlie retinal regeneration through their ability to reprogram and generate multipotent neuronal progenitors that re-differentiate into lost neurons. Many factors required for Müller glia reprogramming and proliferation have been identified; however
Epigenetic chemical probes.
Muller S and Brown PJ
Clinical Pharmacology and Therapeutics, 92(6), 689-693 (2012)
Tatsuro Yamamoto et al.
British journal of cancer, 123(4), 580-590 (2020-06-06)
Oral squamous cell carcinoma (OSCC) has increased morbidity, and its high metastatic potential affects patient survival. Bromodomain containing 4 (BRD4) is a chromatin protein that associates with acetylated histone lysines and facilitates transcription. BRD4 has been implicated in cell proliferation
Hilmar Strickfaden et al.
Cell, 183(7), 1772-1784 (2020-12-17)
The association of nuclear DNA with histones to form chromatin is essential for temporal and spatial control of eukaryotic genomes. In this study, we examined the physical state of condensed chromatin in vitro and in vivo. Our in vitro studies demonstrate that self-association

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