2-Methylthioadenosine diphosphate trisodium salt - CAS 475193-31-8
Category: Inhibitor
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Molecular Formula:
C11H14N5Na3O10P2S
Molecular Weight:
539.24
COA:
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Targets:
P2X Receptor
Description:
2-Methylthioadenosine diphosphate trisodium salt is a potent purinergic agonist displaying selectivity for P2Y1, P2Y12 and P2Y13 receptors (pEC50 = 8.29 and 9.05 for P2Y1 and P2Y12, EC50 = 19 nM for P2Y13), which induces platelet aggregation and shape change and inhibits cyclic AMP accumulation in platelets exposed to prostaglandin E1.
Purity:
≥98% by HPLC
Synonyms:
2-(Methylthio)adenosine-5'-(trihydrogen diphosphate) trisodium salt; 2-MeS-ADP; 2 MeS ADP; 2MeSADP; 2-Methylthio-ADP; 2 Methylthio ADP
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
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InChIKey:
DYNGCIHMNWOBSU-MSQVLRTGSA-K
InChI:
InChI=1S/C11H17N5O10P2S.3Na/c1-29-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(25-10)2-24-28(22,23)26-27(19,20)21;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H2,12,14,15)(H2,19,20,21);;;/q;3*+1/p-3/t4-,6-,7-,10-;;;/m1.../s1
Canonical SMILES:
CSC1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])[O-])O)O.[Na+].[Na+].[Na+]
1.On the role of ATP release, ectoATPase activity, and extracellular ADP in the regulatory volume decrease of Huh-7 human hepatoma cells.
Espelt MV;de Tezanos Pinto F;Alvarez CL;Alberti GS;Incicco J;Leal Denis MF;Davio C;Schwarzbaum PJ Am J Physiol Cell Physiol. 2013 May 15;304(10):C1013-26. doi: 10.1152/ajpcell.00254.2012. Epub 2013 Mar 13.
Hypotonicity triggered in human hepatoma cells (Huh-7) the release of ATP and cell swelling, followed by volume regulatory decrease (RVD). We analyzed how the interaction between those processes modulates cell volume. Cells exposed to hypotonic medium swelled 1.5 times their basal volume. Swelling was followed by 41% RVD(40) (extent of RVD after 40 min of maximum), whereas the concentration of extracellular ATP (ATP(e)) increased 10 times to a maximum value at 15 min. Exogenous apyrase (which removes di- and trinucleotides) did not alter RVD, whereas exogenous Na(+)-K(+)-ATPase (which converts ATP to ADP in the extracellular medium) enhanced RVD(40) by 2.6 times, suggesting that hypotonic treatment alone produced a basal RVD, whereas extracellular ADP activated RVD to achieve complete volume regulation (i.e., RVD(40) ≈100%). Under hypotonicity, addition of 2-(methylthio)adenosine 5'-diphosphate (2MetSADP; ADP analog) increased RVD to the same extent as exposure to Na(+)-K(+)-ATPase and the same analog did not stimulate RVD when coincubated with MRS2211, a blocker of ADP receptor P2Y(13). RT-PCR and Western blot analysis confirmed the presence of P2Y(13). Cells exhibited significant ectoATPase activity, which according to RT-PCR analysis can be assigned to ENTPDase2.
2.High pH-Sensitive Store-Operated Ca
Kimura M;Nishi K;Higashikawa A;Ohyama S;Sakurai K;Tazaki M;Shibukawa Y Front Physiol. 2018 May 1;9:443. doi: 10.3389/fphys.2018.00443. eCollection 2018.
Odontoblasts play a crucial role in dentin formation and sensory transduction following the application of stimuli to the dentin surface. Various exogenous and endogenous stimuli elicit an increase in the intracellular free calcium concentration ([Ca;2+;];i;) in odontoblasts, which is mediated by Ca;2+; release from intracellular Ca;2+; stores and/or Ca;2+; influx from the extracellular medium. In a previous study, we demonstrated that the depletion of Ca;2+; stores in odontoblasts activated store-operated Ca;2+; entry (SOCE), a Ca;2+; influx pathway. However, the precise biophysical and pharmacological properties of SOCE in odontoblasts have remained unclear. In the present study, we examined the functional expression and pharmacological properties of Ca;2+; release-activated Ca;2+; (CRAC) channels that mediate SOCE and evaluated the alkali sensitivity of SOCE in rat odontoblasts. In the absence of extracellular Ca;2+;, treatment with thapsigargin (TG), a sarco/endoplasmic reticulum Ca;2+;-ATPase inhibitor, induced an increase in [Ca;2+;];i;. After [Ca;2+;];i; returned to near-resting levels, the subsequent application of 2.5 mM extracellular Ca;2+; resulted in an increase in [Ca;2+;];i; which is a typical of SOCE activation.
3.Extracellular ATP is a pro-angiogenic factor for pulmonary artery vasa vasorum endothelial cells.
Gerasimovskaya EV;Woodward HN;Tucker DA;Stenmark KR Angiogenesis. 2008;11(2):169-82. Epub 2007 Dec 11.
Expansion of the vasa vasorum network has been observed in a variety of systemic and pulmonary vascular diseases. We recently reported that a marked expansion of the vasa vasorum network occurs in the pulmonary artery adventitia of chronically hypoxic calves. Since hypoxia has been shown to stimulate ATP release from both vascular resident as well as circulatory blood cells, these studies were undertaken to determine if extracellular ATP exerts angiogenic effects on isolated vasa vasorum endothelial cells (VVEC) and/or if it augments the effects of other angiogenic factors (VEGF and basic FGF) known to be present in the hypoxic microenvironment. We found that extracellular ATP dramatically increases DNA synthesis, migration, and rearrangement into tube-like networks on Matrigel in VVEC, but not in pulmonary artery (MPAEC) or aortic (AOEC) endothelial cells obtained from the same animals. Extracellular ATP potentiated the effects of both VEGF and bFGF to stimulate DNA synthesis in VVEC but not in MPAEC and AOEC. Analysis of purine and pyrimidine nucleotides revealed that ATP, ADP and MeSADP were the most potent in stimulating mitogenic responses in VVEC, indicating the involvement of the family of P2Y1-like purinergic receptors.
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CAS 475193-31-8 2-Methylthioadenosine diphosphate trisodium salt

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