This material is soluble at a maximum concentration of 1M in DMSO. The 200 mM concentration is cited in Plouffe, B. et al., Methods Enzymol., 484, 295-328 (2010).
This concentration is sufficient for most applications. The product is tested for solubility in pre-warmed methanol at 50 mg/mL. The preferred solvent and stock concentration is dependent upon the application and requirements of the end user. Please see the link below to review additional information provided in the product information sheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/110/425/i5879pis-ms.pdf
I5879
3-Isobutyl-1-methylxanthine
3-Isobutyl-1-methylxanthine
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≥99% (HPLC), powder
Synonym(s):
1-Methyl-3-isobutylxanthine, 3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione, 3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione, IBMX
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100 MG
HUF 22,700.00
250 MG
HUF 37,300.00
1 G
HUF 96,500.00
5 G
HUF 355,000.00
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100 MG
HUF 22,700.00
250 MG
HUF 37,300.00
1 G
HUF 96,500.00
5 G
HUF 355,000.00
About This Item
Empirical Formula (Hill Notation):
C10H14N4O2
CAS Number:
Molecular Weight:
222.24
Beilstein:
247859
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥99% (HPLC)
form
powder
color
white to off-white
mp
200-201 °C (lit.)
solubility
DMSO: 1 M (with gentle warming)
ethanol: 10 mg/mL
storage temp.
−20°C
SMILES string
CC(C)CN1C(=O)N(C)C(=O)c2[nH]cnc12
InChI
1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
InChI key
APIXJSLKIYYUKG-UHFFFAOYSA-N
Gene Information
human ... PRKAR1A(5573) , PRKAR1AP(5574) , PRKAR1B(5575) , PRKAR2A(5576) , PRKAR2B(5577)
rat ... Adora1(29290) , Adora2a(25369)
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General description
3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases.[1] IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research.[2] In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.
Application
3-Isobutyl-1-methylxanthine has been used:
- in the differentiation of mesenchymal stem cells (MSC)[3]
- as a culture medium supplement for inducing adipogenic differentiation[4]
- as a supplement in Krebs-Ringer buffer with HEPES (KRBH) solution for inducing glucose-stimulated insulin secretion (GSIS)[5]
- in the characterization of adipose-derived mesenchymal stem cells[6]
- in cyclic adenosine monophosphate (cAMP) assay[7]
- in phosphodiesterase (PDE) inhibition[8]
Biochem/physiol Actions
The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA, leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). IBMX also serves as an adenosine receptor antagonist. IBMX has been shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. IBMX induces calcium release from intracellular stores in sensory neurons.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Protocols
TrueGel3D® Hydrogel Plate protocol guides high-throughput culture of human adipose MSCs for screening applications.
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HPにはDMSOへの溶解度は1 Mと記載されています。 https://www.sigmaaldrich.com/JP/ja/product/sigma/i5879#product-documentation 上記HPからダウンロードしたデータシートにはDMSOへの溶解度は200 mMと記載されています。 メーカー推奨の溶解度はどちらになりますでしょうか。
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What is the Department of Transportation shipping information for this product?
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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What is the difference between 3-Isobutyl-1-methylxanthine Product I5879 and I7018?
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Product No. I5879 is reagent grade. Product No. I7018, SigmaUltra grade, has been subjected to additional testing for trace metal impurities.
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What is the expiration date of Product No. I5879, 3-Isobutyl-1-methylxanthine?
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We do not assign an expiration date to this product. We will guarantee the quality of the product for one year from the time of shipment, providing all storage conditions are followed.
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Is Product No. I5879, 3-Isobutyl-1-methylxanthine, appropriate for cell culture use?
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Product No. I5879 is not a cell culture tested product. However, customers may wish to try this product in their cell culture applications.
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