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M2449

Sigma-Aldrich

MB-3

≥95% (HPLC)

Sinonimo/i:

γ-butyrolactone, Butyrolactone 3, (2R,3S)-rel-4-Methylene-5-oxo-2-propyltetrahydrofuran-3-carboxylic acid

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About This Item

Formula empirica (notazione di Hill):
C9H12O4
Peso molecolare:
184.19
Numero MDL:
MFCD08702690
Codice UNSPSC:
12352200
ID PubChem:
329817942
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥95% (HPLC)

Stato

powder

Colore

white to off-white

Solubilità

H2O: ≥10 mg/mL
DMSO: ≥20 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

CCC[C@H]1OC(=O)C(=C)[C@@H]1C(O)=O

InChI

1S/C9H12O4/c1-3-4-6-7(8(10)11)5(2)9(12)13-6/h6-7H,2-4H2,1H3,(H,10,11)/t6-,7+/m1/s1
SRQUTZJZABSZRQ-RQJHMYQMSA-N

Applicazioni

MB-3 has been used as a general control non-repressible 5 (GCN5) inhibitor:
  • to study its effects on lamin A/C-associated pY19-Cav-2-mediated histone H3 acetylations
  • to analyze its effects on the growth of Arabidopsis thaliana seedlings
  • to study its effects on craniofacial chondrocyte maturation

Azioni biochim/fisiol

MB-3 can modify the gene expression in murine embryonic stem cells as well as yeast. It hinders the acetyltransferase activity of general control non-repressible 5 (GCN5) by binding to acetyl CoA pocket present in GCN5.
MB-3 is a Gcn5 HAT (Histone Acetyltransferase) inhibitor; anti-inflammatory, anti-carcinogenic.

Caratteristiche e vantaggi

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

nwg

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
013M4609V
042M4623V
040M4619

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Sigma-Aldrich

N1537

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α-Methylene-γ-butyrolactone 97%

Sigma-Aldrich

226416

α-Methylene-γ-butyrolactone

(+/-)-JQ1 ≥98% (HPLC)

Sigma-Aldrich

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(+/-)-JQ1

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Sigma-Aldrich

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Trichostatin A

β-Butyrolactone 98%

Sigma-Aldrich

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β-Butyrolactone

Hong-Bin Cai et al.
Journal of Alzheimer's disease : JAD, 77(1), 75-84 (2020-04-21)
The connection between diabetes and Alzheimer's disease (AD) is not fully determined. Hyperphosphorylation of tau protein is mediated by binding and stabilization of truncated p25 with cyclin-dependent kinase-5 (CDK5) in AD. We recently showed that diabetes-associated hyperglycemia increased the CDK5
Naomi Moris et al.
Stem cells (Dayton, Ohio), 36(12), 1828-1838 (2018-10-03)
Cell fate transitions in mammalian stem cell systems have often been associated with transcriptional heterogeneity; however, existing data have failed to establish a functional or mechanistic link between the two phenomena. Experiments in unicellular organisms support the notion that transcriptional
Hao Xu et al.
Scientific reports, 10(1), 1817-1817 (2020-02-06)
Mesenchymal stem cells (MSCs) specifically differentiate into cardiomyocytes as a potential way to reverse myocardial injury diseases, and uncovering this differentiation mechanism is immensely important. We have previously shown that histone acetylation/methylation and DNA methylation are involved in MSC differentiation
M Semer et al.
Nature chemical biology, 15(10), 992-1000 (2019-09-19)
Post-translational modifications of histone variant H2A.Z accompany gene transactivation, but its modifying enzymes still remain elusive. Here, we reveal a hitherto unknown function of human KAT2A (GCN5) as a histone acetyltransferase (HAT) of H2A.Z at the promoters of a set
Michael Tscherner et al.
Microorganisms, 7(7) (2019-07-18)
Candida species represent one of the most frequent causes of hospital-acquired infections in immunocompromised patient cohorts. Due to a very limited set of antifungals available and an increasing prevalence of drug resistance, the discovery of novel antifungal targets is essential.
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