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SML1751

Sigma-Aldrich

GSK591

≥97% (HPLC)

Synonyme(s) :

2-(Cyclobutylamino)-N-[(2S)-3-(3,4-dihydro-2(1H)-isoquinolinyl)-2-hydroxypropyl]-4-pyridinecarboxamide., EPZ015866, GSK 591, GSK3203591

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About This Item

Formule empirique (notation de Hill):
C22H28N4O2
Numéro CAS:
1616391-87-7
Poids moléculaire :
380.48
Numéro MDL:
MFCD30187524
Code UNSPSC :
12352200
ID de substance PubChem :
329826054
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

O=C(NC[C@H](O)CN1CCC(C=CC=C2)=C2C1)C3=CC=NC(NC4CCC4)=C3

Actions biochimiques/physiologiques

GSK591 is a SGC probe for PRMT5. GSK591 is a potent and selective inhibitor of H4 histone methylation by PRMT5/MEP50 complex. For full characterization details, please visit the GSK591 probe summary on the Structural Genomics Consortium (SGC) website.

SGC2096 is the negative control for the active probe, GSK-591. To request a sample of the negative control from the SGC, click here.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
GSK591 is also known as 2-(cyclobutylamino)-N-[(2S)-3-(3,4-dihydro-2(1H)-isoquinolinyl)-2-hydroxypropyl]-4-pyridinecarboxamide, EPZ015866 and GSK3203591. It prevents the systemic arginine methylation of SmD3 (small nuclear ribonucleoprotein).

Caractéristiques et avantages

GSK591 is 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.

Autres remarques

GSK591 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the GSK591 probe summary on the Chemical Probes Portal website.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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The Inhibitor Index: A Desk Reference on Enzyme Inhibitors, Receptor Antagonists, Drugs, Toxins, Poisons, Biologics, and Therapeutic Leads, 1362-1362 (2017)
Juan Dong et al.
Nature communications, 10(1), 4705-4705 (2019-10-19)
DNA methylation, repressive histone marks, and PIWI-interacting RNA (piRNA) are essential for the control of retrotransposon silencing in the mammalian germline. However, it remains unknown how these repressive epigenetic pathways crosstalk to ensure retrotransposon silencing in the male germline. Here
Kazuki Fukumoto et al.
Communications biology, 5(1), 313-313 (2022-04-07)
The global dietary supplement market is valued at over USD 100 billion. One popular dietary supplement, S-adenosylmethionine, is marketed to improve joints, liver health and emotional well-being in the US since 1999, and has been a prescription drug in Europe
Coralie Poulard et al.
Methods (San Diego, Calif.), 175, 66-71 (2019-09-10)
Arginine methylation is now recognized as a major contributor to proteome diversity and is, as such, involved in a large range of cellular processes. There is a growing need for assessing endogenous protein arginine methylation in cells. Besides the classical
Carolin Dorothea Strobl et al.
Molecular cancer therapeutics, 19(2), 409-419 (2019-11-13)
Genetic alterations in tumor cells provide promising targets for antitumor therapy. Recently, loss of methylthioadenosine phosphorylase (MTAP), a deletion frequently occurring in cancer, has been shown to create vulnerability to the inhibition of the protein arginine methyltransferase 5 (PRMT5). MTAP

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