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M2449

Sigma-Aldrich

MB-3

≥95% (HPLC)

Synonym(s):

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

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5 MG
$201.40
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$751.50

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5 MG
$201.40
25 MG
$751.50

About This Item

Empirical Formula (Hill Notation):
C9H12O4
Molecular Weight:
184.19
MDL number:
MFCD08702690
UNSPSC Code:
12352200
PubChem Substance ID:
329817942
NACRES:
NA.77

$201.40

List Price$212.00
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

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

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[1]
  • to analyze its effects on the growth of Arabidopsis thaliana seedlings[2]
  • to study its effects on craniofacial chondrocyte maturation[3]

Biochem/physiol Actions

MB-3 can modify the gene expression in murine embryonic stem cells as well as yeast.[4] It hinders the acetyltransferase activity of general control non-repressible 5 (GCN5) by binding to acetyl CoA pocket present in GCN5.[3]
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_germany

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000384127
0000384127
0000090057
013M4609V
042M4623V

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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
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
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
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
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
View All Related Papers

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