MW 186.18 Da, Purity >99%. Histone deacetylase (HDAC) inhibitor. Able to induce apoptosis, differentiation and promote the maturation of a variety of malignant cells. Inhibits glioma cell proliferation.
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Publications
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- PloS one 13:e01892672018The effect of histone deacetylase inhibitors on AHSP expression.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMohammad Ali Okhovat et. al.PubMed 29389946
- Frontiers in pharmacology 8:6392017Endoplasmic Reticulum Stress Mediates Methamphetamine-Induced Blood-Brain Barrier Damage.Applications:Unspecified applicationReactive species:Unspecified reactive speciesXiaojuan Qie et. al.PubMed 28959203
Key facts
- CAS number
- 1716-12-7
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 186.18 Da
- Molecular formula
- C10H11NaO2
- PubChem identifier
- 5258
- Nature
- Synthetic
Alternative names
AHO3, Antigen NY-CO-9, BDMR, CPBHM, D10Wsu179e, DKFZP586J0917, DKFZP761B039, DKFZp686H12203, EC 3.5.1.98, FLJ16239, FLJ22237, FLJ99588, GON 10, HA6116, HD 10, HD 11, HD 2, HD 4, HD 6, HD 7, HD 7B, HD 7a, HD 9, HD1, HD3, HD5, HDA10_HUMAN, HDA11_HUMAN, HDAC, HDAC 11, HDAC 7A, HDAC 7B, HDAC 9B, HDAC 9FL, HDAC A, HDAC1_HUMAN, HDAC2_HUMAN, HDAC3_HUMAN, HDAC4_HUMAN, HDAC5_HUMAN, HDAC6_HUMAN, HDAC7_HUMAN, HDAC9_HUMAN, HDRP, Histone Deacetylase A, Histone deacetylase 1, Histone deacetylase 10, Histone deacetylase 11, Histone deacetylase 2, Histone deacetylase 2 (HD2), Histone deacetylase 3, Histone deacetylase 4, Histone deacetylase 4/5 related protein, Histone deacetylase 5, Histone deacetylase 6, Histone deacetylase 6 (HD6), Histone deacetylase 7, Histone deacetylase 7A, Histone deacetylase 7B, Histone deacetylase 9, Histone deacetylase 9A, Histone deacetylase-related protein, JM 21, KIAA0288, KIAA0744, KIAA0901, MEF2 interacting transcription repressor protein, MEF2-interacting transcription repressor MITR, MGC149722, MITR, NY CO 9, OTTHUMP00000017046, OTTHUMP00000028555, OTTHUMP00000032398, OTTHUMP00000197663, OTTHUMP00000202813, OTTHUMP00000202814, OTTHUMP00000227077, OTTHUMP00000227078, PPP1R90, Protein phosphatase 1 regulatory subunit 90, RPD 3, RPD3-2, RPD3L1, Reduced potassium dependency yeast homolog like 1, SMAP45, YAF1, YY1 associated factor 1, YY1 transcription factor binding protein, Yy1bp, transcriptional regulator homolog RPD3
Recommended products
MW 186.18 Da, Purity >99%. Histone deacetylase (HDAC) inhibitor. Able to induce apoptosis, differentiation and promote the maturation of a variety of malignant cells. Inhibits glioma cell proliferation.
Key facts
- CAS number
- 1716-12-7
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 186.18 Da
- Molecular formula
- C10H11NaO2
- PubChem identifier
- 5258
- Nature
- Synthetic
- Solubility
Soluble in water to 100 mM.
Soluble in DMSO to 25 mM.
- Biochemical name
- Sodium phenylbutyrate
- Biological description
Histone deacetylase (HDAC) inhibitor. Able to induce apoptosis, differentiation and promote the maturation of a variety of malignant cells. Inhibits glioma cell proliferation.
- Canonical SMILES
- C1=CC=C(C=C1)CCCC(=O)[O-].[Na+]
- InChI
- InChI=1S/C10H12O2.Na/c11-10(12)8-4-7-9-5-2-1-3-6-9;/h1-3,5-6H,4,7-8H2,(H,11,12);/q;+1/p-1
- InChIKey
- VPZRWNZGLKXFOE-UHFFFAOYSA-M
- IUPAC name
- sodium;4-phenylbutanoate
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
HDACs (Histone Deacetylases) refer to a family of enzymes that includes HDAC1 HDAC2 HDAC3 HDAC4 HDAC5 HDAC6 HDAC7 HDAC9 HDAC10 and HDAC11. These proteins function mechanically by removing acetyl groups from lysine residues on histone proteins resulting in chromatin condensation and transcriptional repression. They exist in different mass forms typically around 50-70 kDa depending on the isoform. Expression of HDACs is found in various tissues throughout the body making them widespread in cellular processes.
- Biological function summary
Histone deacetylases work to regulate gene expression by modulating chromatin structure. HDACs often function as part of larger multiprotein complexes such as the NuRD (Nucleosome Remodeling and Deacetylase) and the SIN3 complexes that coordinate chromatin modifications. Through their role in chromatin remodeling they influence critical biological processes like cell cycle progression and differentiation. HDAC inhibitors including compounds like 4-phenylbutyrate are investigated for their ability to reverse the effects of HDAC activity therefore impacting gene expression.
- Pathways
Acetylation and deacetylation play important roles in regulating gene expression in pathways like the Notch and Hedgehog signaling pathways. HDACs interact with various proteins like the REST (RE1-Silencing Transcription Factor) to modulate neuronal gene expression. They often work in opposition to HATs (Histone Acetyltransferases) which add acetyl groups reflecting a balance critical for cellular function and development.
- Associated diseases and disorders
HDACs are linked to cancer and neurodegenerative conditions like Alzheimer's disease. HDAC overexpression or dysfunction can lead to altered gene expression patterns that are characteristic of cancer pathways. In cancer HDACs interact with oncogenic transcription factors like c-Myc to drive cancer progression. Similarly in neurodegenerative diseases aberrant HDAC activity has been connected to dysfunctional neuronal gene regulation with connections to proteins involved in neurodegenerative disorders. HDAC inhibitors such as phenylbutyrate show promise in research as therapeutic agents to target these conditions by altering protein and gene functions.
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3 product images
Chemical Structure - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (ab141253)
2D chemical structure image of ab141253, Sodium 4-phenylbutyrate, Histone deacetylase inhibitor
Immunocytochemistry/ Immunofluorescence - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (ab141253)
Anti-ADIPOR1 antibody ab70362 staining adiponectin receptor 1 in HepG2 cells treated with sodium 4-phenylbutyrate (ab141253), by ICC/IF. Increase of adiponectin receptor 1 expression correlates with increased concentration of sodium 4-phenylbutyrate, as described in literature.
The cells were incubated at 37°C for 6 hours in media containing different concentrations of ab141253 (sodium 4-phenylbutyrate) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with Anti-ADIPOR1 antibody ab70362 (5 µg/ml) was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight 488 anti-rabbit polyclonal antibody (Goat Anti-Rabbit IgG H&L (DyLight® 488) preadsorbed ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.
Image from Okhovat M A, et al. Plos One, 13(2), e0189267. Fig 1g,; doi: 10.1371/journal.pone.0189267Cellular Activation - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (ab141253)
The effect of sodium phenylbutyrate (NB) and sodium valproate (NV) on the expression of AHSP in K562 cells. 2D, two days of treatment; 4D, four days of treatment; 6D, six days of treatment.
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