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M2449

MB-3

Name: MB-3
Brand: SIGMA

≥95% (HPLC), Gcn5 HAT inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₂O₄

Molecular Weight:

184.19

UNSPSC Code:

12352200

PubChem Substance ID:

329817942

NACRES:

NA.77

MDL number:

MFCD08702690

Assay:

≥95% (HPLC)

Form:

powder

Quality level:

100

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Product Name

MB-3, ≥95% (HPLC)

Quality Level

100

assay

≥95% (HPLC)

form

powder

color

white to off-white

solubility

H₂O: ≥10 mg/mL, DMSO: ≥20 mg/mL

storage temp.

−20°C

SMILES string

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

InChI key

SRQUTZJZABSZRQ-RQJHMYQMSA-N

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000384127

0000090057

0000152959

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Diabetes-Induced H3K9 Hyperacetylation Promotes Development of Alzheimer's Disease Through CDK5.

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

Histone Acetyltransferase KAT2A Stabilizes Pluripotency with Control of Transcriptional Heterogeneity.

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

Drugs modulating stochastic gene expression affect the erythroid differentiation process.

Anissa Guillemin et al.

PloS one, 14(11), e0225166-e0225166 (2019-11-22)

To better understand the mechanisms behind cells decision-making to differentiate, we assessed the influence of stochastic gene expression (SGE) modulation on the erythroid differentiation process. It has been suggested that stochastic gene expression has a role in cell fate decision-making

Chemical inhibition of the histone acetyltransferase activity in Arabidopsis thaliana.

Felipe Aquea et al.

Biochemical and biophysical research communications, 483(1), 664-668 (2016-12-21)

Chemical inhibition of chromatin regulators provides an effective approach to investigate the roles of chromatin modifications in plant and animals. In this work, chemical inhibition of the Arabidopsis histone acetyltransferase activity by γ-butyrolactone (MB-3), the inhibitor of the catalytic activity

Islet-1 synergizes with Gcn5 to promote MSC differentiation into cardiomyocytes.

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

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Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Global Trade Item Number

SKU	GTIN
M2449-25MG	04061832632216
M2449-5MG	04061832632223

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