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AB141253

Sodium 4-phenylbutyrate, Histone deacetylase inhibitor

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(2 Publications)

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.

View 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

3 Images
Immunocytochemistry/ Immunofluorescence - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (AB141253)
  • ICC/IF

Unknown

Immunocytochemistry/ Immunofluorescence - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (AB141253)

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 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 (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (AB141253)
  • Chemical Structure

Lab

Chemical Structure - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (AB141253)

2D chemical structure image of ab141253, Sodium 4-phenylbutyrate, Histone deacetylase inhibitor

Cellular Activation - Sodium 4-phenylbutyrate, Histone deacetylase inhibitor (AB141253)
  • CellAct

Unknown

Cellular 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.

Image from Okhovat M A, et al. Plos One, 13(2), e0189267. Fig 1g,; doi: 10.1371/journal.pone.0189267

Key facts

CAS number

1716-12-7

Purity

>99%

Form

Solid

form

Molecular weight

186.18 Da

Molecular formula

C<sub>1</sub><sub>0</sub>H<sub>1</sub><sub>1</sub>NaO<sub>2</sub>

PubChem

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

Properties and storage information

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 information

This supplementary information is collated from multiple sources and compiled automatically.

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.

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.

Product protocols

Publications (2)

Recent publications for all applications. Explore the full list and refine your search

PloS one 13:e0189267 PubMed29389946

2018

The effect of histone deacetylase inhibitors on AHSP expression.

Applications

Unspecified application

Species

Unspecified reactive species

Mohammad Ali Okhovat,Katayoun Ziari,Reza Ranjbaran,Negin Nikouyan

Frontiers in pharmacology 8:639 PubMed28959203

2017

Endoplasmic Reticulum Stress Mediates Methamphetamine-Induced Blood-Brain Barrier Damage.

Applications

Unspecified application

Species

Unspecified reactive species

Xiaojuan Qie,Di Wen,Hongyan Guo,Guanjie Xu,Shuai Liu,Qianchao Shen,Yi Liu,Wenfang Zhang,Bin Cong,Chunling Ma
View all publications

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