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CAS 7292-42-4

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α,β-Methylene-ATP

Description:
α,β-Methylene-ATP is a synthetic analog of adenosine triphosphate (ATP) that is characterized by the presence of a methylene group between the α and β phosphate groups. This modification enhances its stability and resistance to hydrolysis compared to ATP, making it a valuable tool in biochemical research. The compound acts as a potent agonist for purinergic receptors, particularly P2X and P2Y receptors, which are involved in various physiological processes such as neurotransmission, muscle contraction, and cell signaling. Due to its structural similarity to ATP, α,β-Methylene-ATP can effectively mimic ATP's biological functions while providing insights into receptor mechanisms and signaling pathways. Its unique properties make it useful in pharmacological studies, particularly in understanding the role of purinergic signaling in health and disease. Additionally, α,β-Methylene-ATP is often employed in experimental settings to investigate the effects of ATP analogs on cellular responses and to explore potential therapeutic applications.
Formula:C11H18N5O12P3
InChI:InChI=1/C11H18N5O12P3/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25)/t5-,7-,8-,11-/m1/s1
InChI key:InChIKey=CAWZRIXWFRFUQB-IOSLPCCCSA-N
SMILES:O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(CP(OP(=O)(O)O)(=O)O)(=O)O)[C@H]1O
Synonyms:
  • Adenosine 5′-methylenediphosphono-P2-phosphate
  • Adenosine, 5′-[hydrogen [[hydroxy(phosphonooxy)phosphinyl]methyl]phosphonate]
  • 5'-O-(hydroxy{[hydroxy(phosphonooxy)phosphoryl]methyl}phosphoryl)adenosine
  • alpha,beta-Methyleneadenosine 5'-triphosphate
  • Adenosine, 5′-(trihydrogen methylenediphosphonate), monoanhydride with phosphoric acid
  • 5'-(Hydrogen((hydroxy(phosphonooxy)phosphinyl)methyl)phosphonate)adenosine
  • Adenosine 5'-(hydrogen ((hydroxy(phosphonooxy)phosphinyl)methyl)phosphonate)
  • ATP, α,β-methylene-
  • Adenosine, 5′-methylenediphosphonate, anhydride with H3PO4
  • DISCONTINUED, see M304165
  • See more synonyms
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Found 2 products.
  • Alpha,Beta-Methyleneadenosine 5’-Triphosphate Triethylamine (>90% purity)
    TRC
    + Info

    Alpha,Beta-Methyleneadenosine 5’-Triphosphate Triethylamine (>90% purity)

    Controlled Product
    CAS:

    Applications α,β-Methyleneadenosine 5’-Triphosphate Trisodium Salt acts as a P2-purinoreceptor agonist. Inhibits adenylate cyclase.
    References Krug F. et al.: J. Biol. Chem., 25, 1203 (1973); Burnstock, G. et al.: Gen Pharmacol., 16, 433 (1985);

    Formula:C11H18N5O12P3·x(C6H15N)
    Purity:>90%
    Color and Shape:Neat
    Molecular weight:505.21 + x(101.19)

    Ref: TR-M304165

    1mg
    444.00€
  • α,β-Methylene-ATP
    Targetmol
    + Info

    α,β-Methylene-ATP

    CAS:
    α,β-Methylene ATP，一种ATP的膦酸酯类似物，充当P2X3和P2X7受体的配体。该化合物对P2X1和P2X3表现出高选择性激动剂活性，而在P2X2, 4, 7受体上无活性。
    Formula:C11H18N5O12P3
    Color and Shape:Solid
    Molecular weight:505.21

    Ref: TM-T72590

    25mg
    1,908.00€
    50mg
    2,502.00€
    100mg
    3,330.00€