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| Product Name: | PFI3 | | Synonyms: | PFI3;PFI-3;(E)-1-(2-Hydroxyphenyl)-3-((1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl)prop-2-en-1-one;(2E)-1-(2-Hydroxyphenyl)-3-[(1R,4R)-5-(2-pyridinyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-2-propen-1-one;PFI3; PFI 3;CS-1803;(2E)-1-(2-Hydroxyphenyl)-3-[(1R,4R)-5-(pyridin-2-yl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]prop-2-en-1-one;2-Propen-1-one, 1-(2-hydroxyphenyl)-3-[(1R,4R)-5-(2-pyridinyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]-, (2E)- | | CAS: | 1819363-80-8 | | MF: | C19H19N3O2 | | MW: | 321.37 | | EINECS: | | | Product Categories: | Inhibitors | | Mol File: | 1819363-80-8.mol |  |
| storage temp. | 2-8°C | | solubility | Soluble in DMSO (>25 mg/ml) | | form | powder | | color | yellow to orange | | Stability: | Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| Description | PFI-3 (1819363-80-8) is a selective inhibitor of family VIII bromodomains PB1(5), SMARCA2, and SMARCA4.1 It showed complete selectivity over all non-family VIII bromodomains.? PFI-3 blocked adipogenesis in C3H10T1/2 mesenchymal cells at 20μM.Treatment of embryonic stem cells with PFI-3 led to deprivation of stemness and deregulated lineage specificity. Differentiation of trophoblast stem cells in the presence of PFI-3 was enhanced.2 Cell permeable. | | Uses | PFI-3 is a selective chemical inhibitor for SMARCA (2/4) and PBI (5) bromodomains which may result in the delay and prevention of breast cancer. | | Definition | ChEBI: PFI-3 is an azabicycloalkane that is (1R,4R)-2,5-diazabicyclo[2.2.1]heptane which is substituted at position 2 by a 3-(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl group and at position 5 by a pyridin-2-yl group. It is a potent and selective inhibitor of polybromo 1 (Kd = 48 nM), SMARCA2 and SMARCA4 (Kd = 89 nM) bromodomains. It is a member of pyridines, an azabicycloalkane, a member of phenols and an enone. | | Biochem/physiol Actions | SMARCA4 (SWI/SNF related, Matrix associated, Actin dependent Regulator of Chromatin, subfamily A, member 4) is a transcriptional activator and is a component of the large ATP-dependent chromatin remodeling complex SWI/SNF, which is required for transcriptional activation of genes normally repressed by chromatin. SMARC4 (also known as BRG1) and the related protein SMARCA2 (also known as BRM) contain a bromodomain that is structurally similar to the PolyBromo1 (PB1) 5 bromodomain. PFI-3 is a selective chemical probe for SMARCA bromodomains that inhibits SMARCA2, SMARCA4 and PB1(5) bromodomains. For full characterization details, please visit the PFI-3 probe summary on the Structural Genomics Consortium (SGC) website.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc | | storage | Store at -20°C | | References | Gerstenberger et al. (2016), Identification of a chemical probe for family VIII bromodomains through optimization of a fragment hit; J. Med. Chem. 59 4800
Fedorov et al. (2015), Selective targeting of the BRG/PB1 bromodomains impairs embryonic and trophoblast stem cell maintenance; Sci. Adv. 1 e1500723 |
| | PFI3 Preparation Products And Raw materials |
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