| Butyrolactone 3histone acetyltransferase Gcn5 inhibitor |
Sample solution is provided at 25 µL, 10mM.
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Chemical structure
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| Cas No. | 778649-18-6 | SDF | Download SDF |
| Synonyms | N/A | ||
| Chemical Name | rel-tetrahydro-4-methylene-5-oxo-2R-propyl-3S-furancarboxylic acid | ||
| Canonical SMILES | O=C1C([C@@H](C(O)=O)[C@H](CCC)O1)=C | ||
| Formula | C9H12O4 | M.Wt | 184.2 |
| Solubility | ≤14mg/ml in ethanol;14mg/ml in DMSO;13mg/ml in dimethyl formamide | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
IC50: 100 μM
Butyrolactone 3 is a histone acetyltransferase Gcn5 inhibitor.
The human histone acetyltransferase Gcn5 is identified as a prominent member of the GNAT family with high preference for histone H3 as a substrate.
In vitro: The analogs of butyrolactone 3 only showed a weak inhibition of CBP, while butyrolactone 3 led to an inhibition of Gcn5. It was important to see that in the presence of acetyl-CoA the Kd value for binding of histone H3 to Gcn5 or PCAF was around 100 mM. Moreover, the affinity of butyrolactone 3 to the Gcn5 enzyme was found to be comparable to that of the natural substrate H3 and could provide an good starting point for the study of SAR. In addition, a nonirreversible inhibition of Gcn5 could be determine, and thus a Michael addition of nucleophilic groups of the enzymeBs active side was unlikely. Therefore, the derivatization of gbutyrolactone 3 at position 2 might be a promising starting point for future SAR studies [1].
In vivo: So far, there is no animal in vivo data reported.
Clinical trial: Up to now, Butyrolactone 3 is still in the preclinical development stage.
Reference:1. M. Biel, A. Kretsovali, E. Karatzali, et al. Design, synthesis, and biological evaluation of a small-molecule inhibitor of the histone acetyltransferase Gcn5. Angewandte Chemie International Edition 43, 3974-3976 (2004).
