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Merck

I5879

3-Isobutyl-1-methylxanthine

≥99% (HPLC), cAMP and cGMP phosphodiesterases inhibitor, powder

동의어(들):

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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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C10H14N4O2
CAS 번호:
Molecular Weight:
222.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
249-259-3
MDL number:
Beilstein/REAXYS Number:
247859
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제품 이름

3-Isobutyl-1-methylxanthine, ≥99% (HPLC), powder

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

SMILES string

CC(C)CN1C(=O)N(C)C(=O)c2[nH]cnc12

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

Quality Level

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Application

3-Isobutyl-1-methylxanthine has been used:
  • in the differentiation of mesenchymal stem cells (MSC)
  • as a culture medium supplement for inducing adipogenic differentiation
  • as a supplement in Krebs-Ringer buffer with HEPES (KRBH) solution for inducing glucose-stimulated insulin secretion (GSIS)
  • in the characterization of adipose-derived mesenchymal stem cells
  • in cyclic adenosine monophosphate (cAMP) assay
  • in phosphodiesterase (PDE) inhibition

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.
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.

General description

3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases. IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research. In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Crystal structures of phosphodiesterases 4 and 5 in complex with inhibitor 3-isobutyl-1-methylxanthine suggest a conformation determinant of inhibitor selectivity
Huai Q, et al.
The Journal of Biological Sciences, 279(13), 13095-13101 (2004)
Skin pigmentation enhancers
Comprehensive Series in Photosciences, 3, 637-675 (2001)
A conserved aromatic lock for the tryptophan rotameric switch in TM-VI of seven-transmembrane receptors
Holst B, et al.
The Journal of Biological Chemistry, 285(6), 3973-3985 (2010)
Adult bone marrow is a rich source of human mesenchymal `stem?cells but umbilical cord and mobilized adult blood are not
Wexler SA, et al.
British Journal of Haematology, 121(2), 368-374 (2003)
Culturing INS-1 cells on CDPGYIGSR-, RGD-and fibronectin surfaces improves insulin secretion and cell proliferation.
Kuehn C, et al.
Acta Biomaterialia, 8(2), 619-626 (2012)

프로토콜

TrueGel3D® Hydrogel Plate protocol guides high-throughput culture of human adipose MSCs for screening applications.

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