382170

Histone Deacetylase Inhibitor IV

The Histone Deacetylase Inhibitor IV, also referenced under CAS 537034-15-4, controls the biological activity of Histone Deacetylase. This small molecule/inhibitor is primarily used for Cell Structure applications.

• Synonym(s): Histone Deacetylase Inhibitor IV, N¹-(2-Aminophenyl)-N⁷-phenylheptanediamide
• Empirical Formula (Hill Notation): C₁₉H₂₃N₃O₂
• CAS Number: 537034-15-4
• Molecular Weight: 325.40
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: beige
• solubility: DMSO: 100 mg/mL; methanol: 5 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C19H23N3O2/c20-16-11-7-8-12-17(16)22-19(24)14-6-2-5-13-18(23)21-15-9-3-1-4-10-15/h1,3-4,7-12H,2,5-6,13-14,20H2,(H,21,23)(H,22,24)
• InChI key: ZAIULUYKQLVQFH-UHFFFAOYSA-N

Description

General description

A cell-permeable pimeloylanilide compound that acts as a FXN- (frataxin gene) specific HDAC (histone deacetylase) inhibitor. Reverses the silencing of FXN transcription in FRDA (Friedreich′s ataxia) cells (~3-fold increase of FXN mRNA at 5 µM in primary FRDA lymphocytes and ~3-fold frataxin expression in FRDA cell line at 2.5 µM) due to hypoacetylation of histones H3 and H4 by increasing acetylation at H3K14, H4K5 and H4K12, without significant changes in acetylation at H3K9, H4K8 and H4K16. In comparison, Trichostatin-A (Cat. No. 647925 and 647926) and SAHA, two other commonly used HDAC inhibitors, exhibit no effect on FXN transcription.

A cell-permeable pimeloylanilide compound that acts as a FXN- (frataxin gene) specific HDAC (histone deacetylase) inhibitor. Reverses the silencing of FXN transcription in FRDA (Friedreich′s ataxia) cells (~3-fold increase of FXN mRNA at 5 µM in primary FRDA lymphocytes and ~3-fold frataxin expression in FRDA cell line at 2.5 µM) due to hypoacetylation of histones H3 and H4 by increasing acetylation at H3K14, H4K5 and H4K12, without significant changes in acetylation at H3K9, H4K8 and H4K16. In comparison, Trichostatin-A (Cat. No. 647925 and 647926) and SAHA, two other commonly used HDAC inhibitors, exhibit no effect on FXN transcription.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Histone Deacetylase

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Herman, D., et al. 2006. Nat. Chem. Biol.2, 551.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable