MC1568

SKU: orb1306719

Description

MC1568 is a potent and selective small molecule inhibitor of the maize histone deacetylase HD1-A, demonstrating an IC50 of 100 nM in biochemical assays and a 34-fold selectivity over HD1-B. This compound is a valuable chemical tool for investigating HDAC function in plant epigenetics, supporting both in vitro enzymatic studies and research into chromatin remodeling in plant systems.

Research Area

Epigenetics & Chromatin, Molecular Biology

Key Properties

• CAS Number: 852475-26-4
• MW: 314.31
• Purity: 98.98%
• Formula: C₁₇H₁₅FN₂O₃
• SMILES: Cn1c(\C=C\C(=O)NO)ccc1\C=C\C(=O)c1cccc(F)c1
• Target: HDAC
• Solubility: H2O:< 1 mg/mL (insoluble or slightly soluble);Ethanol:< 1 mg/mL (insoluble or slightly soluble);DMSO:11 mg/mL (35 mM)

Bioactivity

• Target IC50:
  HD1-A (Maize):100 nM
• In Vivo:
  MC1568 selectively inhibits HDAC class II with an IC50 of 220 nM, showing 176 times greater selectivity compared to class I HDACs. In C2C12 cells, MC1568 (5 μM) stabilizes the HDAC4-HDAC3-MEF2 (Myocyte Enhancer Factor 2D) complex by reducing MEF2D expression, blocking myogenic differentiation through inhibition of MEF2D acetylation. Additionally, MC1568 at 5 or 10 μM disrupts the RAR (Retinoic Acid Receptor) and PPARγ (Peroxisome Proliferator-Activated Receptor Gamma)-mediated differentiation signaling pathways. In MCF-7 cells, a concentration of 20 μM MC1568 enhances the accumulation of acetylated H3 and H4 histones and acetylated tubulin levels, indicating inhibition of HDAC6. Experiments with human breast cancer ZR-75.1 cell lysates show that MC1568 does not inhibit HDAC1 but does inhibit HDAC4. In F9 cells, MC1568 selectively inhibits endodermal differentiation without affecting VA (Vitamin A)-induced maturation in early promyelocytic NB4 cells. Furthermore, in 3T3-L1 cells, MC1568 reduces PPARγ-induced adipogenesis.
• In Vitro:
  In pancreatic transplantation research, MC1568 significantly enhances endocrine β and δ-cells and increases the expression of Pax4. In vivo in mice, MC1568 (50 mg/kg) selectively and markedly inhibits HDAC. Within PPRE-Luc mice, MC1568 (50 mg/kg) specifically disrupts PPARγ signaling in the heart and adipose tissues. When acting on skeletal muscle and heart, MC1568 inhibits the activity of HDAC4/5 without affecting HDAC3 activity, leaving the MEF2-HDAC complex in an inactive state.
• Cell Research:
  The 3T3-L1 cells are propagated and differentiated using a cocktail of isobutylmethylxanthine, dexamethasone, and insulin. From the second day post-confluence and throughout the differentiation period of 8 days, the 3T3-L1 cells are induced by: (1) no induction: at post-confluence and throughout the differentiation period of 8 days, the cells are incubated with DMSO or MC1568. (2) troglitazone: at post-confluence and throughout the differentiation period of 8 days, the cells are induced with 5 μM troglitazone, MC1568, or both. (3) rosiglitazone: at post-confluence and throughout the differentiation period of 8 days, the cells are incubated with 1 μM rosiglitazone and either DMSO or MC1568. (4) rosiglitazone and dexamethasone: at post-confluence, the cells received 1 μM of rosiglitazone and 390 ng/mL dexamethasone. Throughout the differentiation period of 8 days, the cells are induced with 1 μM of rosiglitazone and either DMSO or MC1568. All medium is renewed every second day.(Only for Reference)

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

HDAC, HD1-A (Maize), HD1-B (Maize), Inhibitor, Histone deacetylases, MC 1568, MC1568, MC-1568, inhibit

Compound Identifiers

PubChem CID

71311876