Molecular structure of Butyrolactone 3, CAS Number: 778649-18-6
Butyrolactone 3 (CAS 778649-18-6)
See product citations (3)
Alternate Names:
MB-3; (2S,3R)-4-methylidene-5-oxo-2-propyloxolane-3-carboxylic acid; Gcn5 Inhibitor 1; 3-Methylene-4-hydroxycarbonyl-5-(1-propyl)-tetrahydrofuran-2-one
Application:
Butyrolactone 3 is a histone acetyltransferase GCN5 inhibitor
CAS Number:
778649-18-6
Purity:
≥95%
Molecular Weight:
184.19
Molecular Formula:
C9H12O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Butyrolactone 3, also called MB-3, is an inhibitor of Histone acetyltransferase GCN5 (general control of amino-acid synthesis 5). Gcn5 HAT activity is required to acetylate histone H3 lysine 9 (K9) and K14, which allows transcription elongation by relaxing nucleosomes. Butyrolactone 3 specifically inhibits Gcn5′s HAT activity. It may act to display anti-inflammatory and anti-carcinogenic effects.
Butyrolactone 3 (CAS 778649-18-6) References
- Design, synthesis, and biological evaluation of a small-molecule inhibitor of the histone acetyltransferase Gcn5. | Biel, M., et al. 2004. Angew Chem Int Ed Engl. 43: 3974-6. PMID: 15274229
- Small-molecule inhibitors of histone acetyltransferase activity: identification and biological properties. | Mai, A., et al. 2006. J Med Chem. 49: 6897-907. PMID: 17154519
- GCN5 acetylates and regulates the stability of the oncoprotein E2A-PBX1 in acute lymphoblastic leukemia. | Holmlund, T., et al. 2013. Leukemia. 27: 578-85. PMID: 23044487
- Stereoselective synthesis of the butyrolactone and the oxazoline/furan fragment of leupyrrin A(1). | Debnar, T., et al. 2013. Org Lett. 15: 2774-7. PMID: 23682963
- Total synthesis of rugulovasine A. | Zhang, YA., et al. 2013. Org Lett. 15: 3662-5. PMID: 23819853
- Synthesis of α-Chiral Butyrolactones by Highly Stereoselective Radical Transfer or Sequential Asymmetric Alkylations: Concise Preparation of Leupyrrin Moieties. | Schrempp, M., et al. 2015. Chemistry. 21: 16266-71. PMID: 26354047
- Oridonin, a novel lysine acetyltransferases inhibitor, inhibits proliferation and induces apoptosis in gastric cancer cells through p53- and caspase-3-mediated mechanisms. | Shi, M., et al. 2016. Oncotarget. 7: 22623-31. PMID: 26980707
- Copper-Catalyzed Formal [2+2+1] Heteroannulation of Alkenes, Alkylnitriles, and Water: Method Development and Application to a Total Synthesis of (±)-Sacidumlignan D. | Ha, TM., et al. 2016. Angew Chem Int Ed Engl. 55: 9249-52. PMID: 27337057
- Islet-1 synergizes with Gcn5 to promote MSC differentiation into cardiomyocytes. | Xu, H., et al. 2020. Sci Rep. 10: 1817. PMID: 32019948
- Synthesis of γ-Butyrolactone Derivatives from Dihydrotagetone and Evaluation of Their Antidiabetic Activity | Kumar, R., & Maurya, S. K. 2022. ChemistrySelect. 7(39): e202203064.
Inhibitor of:
ADA3, CREB Binding Protein (CBP), Elongin C, Esa1, GCN5, HAT1, NAA (N-alpha-acetyltransferase), and TADA2B.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Butyrolactone 3, 5 mg | sc-358657 | 5 mg | $219.00 | |||
Butyrolactone 3, 50 mg | sc-358657A | 50 mg | $1467.00 | |||
Butyrolactone 3, 100 mg | sc-358657B | 100 mg | $2819.00 |