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Merck

I7018

Sigma-Aldrich

3-Isobutyl-1-methylxanthine

3-Isobutyl-1-methylxanthine

≥99%, BioUltra

Synonim(y):

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
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250 MG
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100 MG
523,00 zł
250 MG
1010,00 zł
1 G
2360,00 zł

About This Item

Wzór empiryczny (zapis Hilla):
C10H14N4O2
Numer CAS:
Masa cząsteczkowa:
222.24
Beilstein:
247859
Numer WE:
Numer MDL:
Kod UNSPSC:
12352202
Identyfikator substancji w PubChem:
NACRES:
NA.77

523,00 zł


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linia produktu

BioUltra

Poziom jakości

Próba

≥99%

zanieczyszczenia

<0.005% Phosphorus (P)

pozostałość po prażeniu

<0.1%

mp

200-201 °C (lit.)

rozpuszczalność

DMSO: soluble 1 M (with gentle warming)

ślady anionów

sulfate (SO42-): <0.05%

ślady kationów

Al: <0.0005%
Ca: <0.005%
Cu: <0.0005%
Fe: <0.005%
K: <0.05%
Mg: <0.005%
NH4+: <0.05%
Na: <0.005%
Pb: <0.001%
Zn: <0.0005%

temp. przechowywania

−20°C

ciąg SMILES

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)

Klucz InChI

APIXJSLKIYYUKG-UHFFFAOYSA-N

informacje o genach

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Zastosowanie

3-Isobutyl-1-methylxanthine, an inhibitor of adenosine 3′,5′-cyclic monophosphate phosphodiesterase (cAMP PDE), has been used:
  • for adipogenic differentiation[1]
  • in tissue culture[2]
  • 3T3-L1 preadipocyte differentiation([3]

Działania biochem./fizjol.

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.

Cechy i korzyści

  • Trace element testing by ICP
  • ICP testing for trace sulfur (as sulfate) and phosphorus (as phosphate) content
  • Ion chromatography testing for trace ammonium content
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

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


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Distinct roles of the phosphatidate phosphatases lipin 1 and 2 during adipogenesis and lipid droplet biogenesis in 3T3-L1 cells
Sembongi H, et al.
The Journal of biological chemistry, jbc-M113 (2013)
Preferential apelin-13 production by the proprotein convertase PCSK3 is implicated in obesity
Shin K, et al.
FEBS Open Bio, 3(1), 328-333 (2013)
Uniaxial mechanical strain modulates the differentiation of neural crest stem cells into smooth muscle lineage on micropatterned surfaces
Li X, et al.
PLoS ONE, 6(10), e26029-e26029 (2011)
The next generation of phosphodiesterase inhibitors: structural clues to ligand and substrate selectivity of phosphodiesterases.
David T Manallack et al.
Journal of medicinal chemistry, 48(10), 3449-3462 (2005-05-13)
Ryan D Rose et al.
Theriogenology, 79(1), 142-148 (2012-10-30)
Physical removal of mammalian cumulus-oocyte complexes (COCs) from ovarian follicles results in spontaneous resumption of meiosis, largely because of a decrease in cAMP concentrations, causing asynchrony between cytoplasmic and nuclear maturation and decreased oocyte developmental competence. The aim of this

Questions

1–3 of 3 Questions  
  1. Hi I have a question about the preparation, Is it dissolved in ethanol or DMSO? Because I prepared in both I found problems with the dissolving. Thanks

    1 answer
    1. The solubility instructions can be found in the Product Information Sheet as follows:
      IBMX is soluble in different organic solvents, as follows:
      Warm methanol at 50 mg/mL
      Ethanol at 10 mg/mL. Dissolves at 25 mg/mL only with sonication.(Schwertner, H.A. et al., Analyt. Chem., 48(13), 1875-1878 (1976))
      Various publications report preparation in DMSO at 50 mg/mL (Liu, L., and Keefe, D.L., Methods Mol. Biol., 371, 191-207 (2007).) and at 110 mg/mL (Eckel, J., The Cellular Secretome and Organelle Crosstalk. Academic Press/Elsevier, p. 167 (2018)).
      A 10 mM aqueous solution can be prepared by warming in a boiling water bath.

      Please access the Product Information Sheet below:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/116/537/i7018pis.pdf

      Helpful?

  2. After a first dillution in DMSO I redillute this stock solution in DMEM and it always produce a white precipitate that needs to be thoroughly vortexed. Do you have any advice to avoid this ?

    1 answer
    1. When further diluting the stock solution with an aqueous buffer or medium, a 10 mM concentration may be prepared by warming in a boiling water bath. Please see the link below to review additional information available in the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/116/537/i7018pis.pdf

      Helpful?

  3. what for is this product (IBMX-(I7018)-is it liquid or solid

    1 answer
    1. This material is in powder form. This information is available in the product specification sheet. Please see the link below to review this document: https://www.sigmaaldrich.com/US/en/specification-sheet/SIGMA/I7018

      Helpful?

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