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35094-45-2 | adenosine 5'-O-(2-thiodiphosphate)
CAS No: 35094-45-2 Catalog No: AG00C0K3 MDL No:
Product Description
Catalog Number:
AG00C0K3
Chemical Name:
adenosine 5'-O-(2-thiodiphosphate)
CAS Number:
35094-45-2
IUPAC Name:
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydroxyphosphinothioyl hydrogen phosphate
InChI:
InChI=1S/C10H15N5O9P2S/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(23-10)1-22-25(18,19)24-26(20,21)27/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H2,20,21,27)/t4-,6-,7-,10-/m1/s1
InChI Key:
HCIKUKNAJRJFOW-KQYNXXCUSA-N
EC Number:
277-530-6
Properties
Complexity:
642
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
4
Defined Bond Stereocenter Count:
0
Exact Mass:
443.007g/mol
Formal Charge:
0
Heavy Atom Count:
27
Hydrogen Bond Acceptor Count:
14
Hydrogen Bond Donor Count:
6
Isotope Atom Count:
0
Molecular Weight:
443.264g/mol
Monoisotopic Mass:
443.007g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
248A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.9
Literature
| Title | Journal |
|---|---|
| Prevention of extracellular ADP-induced ATP accumulation of the cultured rat spinal astrocytes via P2Y(1)-mediated inhibition of AMPK. | Neuroscience letters 20111010 |
| Extracellular nucleotides and apyrases regulate stomatal aperture in Arabidopsis. | Plant physiology 20110801 |
| Opposite modulation of astroglial proliferation by adenosine 5'-O-(2-thio)-diphosphate and 2-methylthioadenosine-5'-diphosphate: mechanisms involved. | Neuroscience 20110519 |
| Purinergic signals regulate daily S-phase cell activity in the ciliary marginal zone of the zebrafish retina. | Journal of biological rhythms 20110401 |
| Role of the P2Y12 receptor in the modulation of murine dendritic cell function by ADP. | Journal of immunology (Baltimore, Md. : 1950) 20101115 |
| Both the stimulation and inhibition of root hair growth induced by extracellular nucleotides in Arabidopsis are mediated by nitric oxide and reactive oxygen species. | Plant molecular biology 20101101 |
| Facilitation of Ih channels by P2Y1 receptors activation in Mesencephalic trigeminal neurons. | Neuroscience letters 20100927 |
| Nucleotides and epidermal growth factor induce parallel cytoskeletal rearrangements and migration in cultured adult murine neural stem cells. | Acta physiologica (Oxford, England) 20100601 |
| The ecto-nucleotidase NTPDase1 differentially regulates P2Y1 and P2Y2 receptor-dependent vasorelaxation. | British journal of pharmacology 20100201 |
| Desensitization of endothelial P2Y1 receptors by PKC-dependent mechanisms in pressurized rat small mesenteric arteries. | British journal of pharmacology 20091101 |
| A comparative study of structure and function of the longitudinal muscle of the anal canal and the internal anal sphincter in pigs. | Diseases of the colon and rectum 20091101 |
| Identification of critical ligand binding determinants in Mycobacterium tuberculosis adenosine-5'-phosphosulfate reductase. | Journal of medicinal chemistry 20090910 |
| Role of P2Y1 receptor in astroglia-to-neuron signaling at dorsal spinal cord. | Journal of neuroscience research 20090901 |
| P2 receptor-mediated signaling in spherical bushy cells of the mammalian cochlear nucleus. | Journal of neurophysiology 20090901 |
| P2 receptor-mediated stimulation of the PI3-K/Akt-pathway in vivo. | Glia 20090801 |
| Coordinate pathways for nucleotide and EGF signaling in cultured adult neural progenitor cells. | Journal of cell science 20090715 |
| Activation of P2Y receptors by ATP and by its analogue, ADPbetaS, triggers two calcium signal pathways in the longitudinal muscle of mouse distal colon. | European journal of pharmacology 20081024 |
| P2Y1 receptor-mediated glutamate release from cultured dorsal spinal cord astrocytes. | Journal of neurochemistry 20080901 |
| Functional evidence for purinergic inhibitory neuromuscular transmission in the mouse internal anal sphincter. | American journal of physiology. Gastrointestinal and liver physiology 20080401 |
| Cross talk between P2 purinergic receptors modulates extracellular ATP-mediated interleukin-10 production in rat microglial cells. | Experimental & molecular medicine 20080227 |
| Binding of 5'-O-(2-thiodiphosphate) to rat brain membranes is prevented by diadenosine tetraphosphate and correlates with ecto-nucleotide pyrophosphatase phosphodiesterase 1 (NPP1) activity. | Neuroscience letters 20080213 |
| Purinergic receptor activation inhibits mitogen-stimulated proliferation in primary neurospheres from the adult mouse subventricular zone. | Molecular and cellular neurosciences 20070801 |
| Inhibitory purinergic P2 receptor characterisation in rat distal colon. | Neuropharmacology 20070801 |
| Expression of purinergic P2Y receptor subtypes by INS-1 insulinoma beta-cells: a molecular and binding characterization. | European journal of pharmacology 20070730 |
| Spreading dilatation to luminal perfusion of ATP and UTP in rat isolated small mesenteric arteries. | The Journal of physiology 20070701 |
| Relative importance of mechanisms needs clarification. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070701 |
| Metabotropic P2Y receptors inhibit P2X3 receptor-channels via G protein-dependent facilitation of their desensitization. | British journal of pharmacology 20070501 |
| Evidence that ATP or a related purine is an excitatory neurotransmitter in the longitudinal muscle of mouse distal colon. | British journal of pharmacology 20070501 |
| Rapid turnover of phosphatidylinositol-4,5-bisphosphate in insulin-secreting cells mediated by Ca2+ and the ATP-to-ADP ratio. | Diabetes 20070301 |
| Enhanced food intake after stimulation of hypothalamic P2Y1 receptors in rats: modulation of feeding behaviour by extracellular nucleotides. | The European journal of neuroscience 20061001 |
| Pharmacologic characterization of intrinsic mechanisms controlling tone and relaxation of porcine lower esophageal sphincter. | The Journal of pharmacology and experimental therapeutics 20060301 |
| Metabotropic P2Y1 receptors inhibit P2X3 receptor-channels in rat dorsal root ganglion neurons. | European journal of pharmacology 20051003 |
| Evidence for the presence of P2y and P2x receptors with different functions in mouse stomach. | European journal of pharmacology 20050418 |
| P2Y purinergic potentiation of glucose-induced insulin secretion and pancreatic beta-cell metabolism. | Diabetes 20041201 |
| ATP excites interneurons and astrocytes to increase synaptic inhibition in neuronal networks. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20040929 |
| Agonist binding and Gq-stimulating activities of the purified human P2Y1 receptor. | Molecular pharmacology 20040201 |
| Inhibition of N-type voltage-activated calcium channels in rat dorsal root ganglion neurons by P2Y receptors is a possible mechanism of ADP-induced analgesia. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20040128 |
| P2Y receptor expression on astrocytes in the nucleus accumbens of rats. | Neuroscience 20040101 |
| Activation of purinergic receptor subtypes modulates odor sensitivity. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20030910 |
| NANC inhibitory neurotransmission in mouse isolated stomach: involvement of nitric oxide, ATP and vasoactive intestinal polypeptide. | British journal of pharmacology 20030901 |
| Adenosine triphosphate inhibits cytokine release from lipopolysaccharide-activated microglia via P2y receptors. | Brain research 20030815 |
| Differential activation of subtype purinergic receptors modulates Ca(2+) mobilization and COX-2 in human microglia. | Glia 20030801 |
| The human D2 dopamine receptor synergizes with the A2A adenosine receptor to stimulate adenylyl cyclase in PC12 cells. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20030701 |
| Pharmacological characterization of the human P2Y13 receptor. | Molecular pharmacology 20030701 |
| Comparison of P2 receptor subtypes producing dilation in rat intracerebral arterioles. | Stroke 20030601 |
| Endothelium-dependent relaxation and endothelial hyperpolarization by P2Y receptor agonists in rat-isolated mesenteric artery. | British journal of pharmacology 20030601 |
| Characterization of P2X3, P2Y1 and P2Y4 receptors in cultured HEK293-hP2X3 cells and their inhibition by ethanol and trichloroethanol. | Journal of neurochemistry 20030501 |
| Constitutional isomers of Reactive Blue 2 - selective P2Y-receptor antagonists? | European journal of medicinal chemistry 20030301 |
| Immunolocalization of P2Y1 and TPalpha receptors in platelets showed a major pool associated with the membranes of alpha -granules and the open canalicular system. | Blood 20030215 |
| Neurotransmitters involved in the fast inhibitory junction potentials in mouse distal colon. | European journal of pharmacology 20030124 |
| The stable pyrimidines UDPbetaS and UTPgammaS discriminate between contractile cerebrovascular P2 receptors. | European journal of pharmacology 20030105 |
| P2Y(1) receptor activation inhibits NMDA receptor-channels in layer V pyramidal neurons of the rat prefrontal and parietal cortex. | Neurochemistry international 20030101 |
| ATP protects, by way of receptor-mediated mechanisms, against hypoxia-induced injury in renal proximal tubules. | The Journal of laboratory and clinical medicine 20030101 |
| P2Y receptor activation enhances insulin release from pancreatic beta-cells by triggering the cyclic AMP/protein kinase A pathway. | Naunyn-Schmiedeberg's archives of pharmacology 20021101 |
| Purine and pyrimidine (P2) receptors as drug targets. | Journal of medicinal chemistry 20020912 |
| Combined biochemistry and histocytochemistry as a tool to investigate Ecto-ATPase in the cardiac muscle. | Microscopy research and technique 20020901 |
| Effect of purinergic agonists and antagonists on insulin secretion from INS-1 cells (insulinoma cell line) and rat pancreatic islets. | Canadian journal of physiology and pharmacology 20020601 |
| P2 receptor-types involved in astrogliosis in vivo. | British journal of pharmacology 20011101 |
| Molecular cloning of the platelet P2T(AC) ADP receptor: pharmacological comparison with another ADP receptor, the P2Y(1) receptor. | Molecular pharmacology 20010901 |
| Receptor binding properties of di (1,N6-ethenoadenosine) 5', 5'''-P1, P4-tetraphosphate and its modulatory effect on extracellular glutamate levels in rat striatum. | Neuroscience letters 20010831 |
| Role of adenosine and P2 receptors in the penile tumescence in anesthetized dogs. | European journal of pharmacology 20010803 |
| Nucleotide-evoked relaxation of rat vas deferens--a possible role for endogenous ATP released upon alpha(1)-adrenoceptor stimulation. | European journal of pharmacology 20010622 |
| Selective inhibition of beta(2)-adrenergic receptor-mediated cAMP generation by activation of the P2Y(2) receptor in mouse pineal gland tumor cells. | Journal of neurochemistry 20010601 |
| Characterisation of P2Y(1)-like receptor in cultured rat pineal glands. | European journal of pharmacology 20010301 |
| P2 receptor agonists stimulate insulin release from human pancreatic islets. | Pancreas 20010101 |
| Co-transmitter function of ATP in central catecholaminergic neurons of the rat. | Neuroscience 20010101 |
| Pharmacological characterization of the human P2Y11 receptor. | British journal of pharmacology 19991101 |
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