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Volumn 53, Issue 4, 2010, Pages 1673-1685

5-OMe-UDP is a Potent and Selective P2Y6-Receptor Agonist

Author keywords

[No Author keywords available]

Indexed keywords

5 OME URIDINE DIPHOSPHATE; PURINERGIC P2Y RECEPTOR; PURINERGIC P2Y RECEPTOR AGONIST; PURINERGIC P2Y2 RECEPTOR; PURINERGIC P2Y4 RECEPTOR; PURINERGIC P2Y6 RECEPTOR; PYRIMIDINE NUCLEOTIDE; UNCLASSIFIED DRUG; URIDINE DIPHOSPHATE; URIDINE TRIPHOSPHATE;

EID: 77649207345     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm901450d     Document Type: Article
Times cited : (28)

References (47)
  • 3
    • 0038312029 scopus 로고    scopus 로고
    • Nucleotides and dinucleotides in ocular physiology: New possibilities of nucleotides as therapeutic agents in the eye
    • Pintor, J.; Peral, A.; Pelaez, T.; Carracedo, G.; Bautista, A.; Hoyle, C. H. V. Nucleotides and dinucleotides in ocular physiology: New possibilities of nucleotides as therapeutic agents in the eye. Druz Dev. Res. 2003, 59, 136-145.
    • (2003) Druz Dev. Res. , vol.59 , pp. 136-145
    • Pintor, J.1    Peral, A.2    Pelaez, T.3    Carracedo, G.4    Bautista, A.5    Hoyle, C.H.V.6
  • 4
  • 8
    • 0031730280 scopus 로고    scopus 로고
    • Expression of the P2Y6 purinergic receptor in human T cells infiltrating inflammatory bowel disease
    • Somers, G. R.; Hammet, F. M. A.; Trute, L.; Southey, M. C.; Venter, D. J. Expression of the P2Y6 purinergic receptor in human T cells infiltrating inflammatory bowel disease. Lab. Invest. 1998, 78, 1375-1383.
    • (1998) Lab. Invest. , vol.78 , pp. 1375-1383
    • Somers, G.R.1    Hammet, F.M.A.2    Trute, L.3    Southey, M.C.4    Venter, D.J.5
  • 9
    • 33645862308 scopus 로고    scopus 로고
    • P2 receptors activated by uracil nucleotides-an update
    • Brunschweiger, A.; Muller, C. E. P2 receptors activated by uracil nucleotides-an update. Curr. Med. Chem. 2006 ,13, 289-312.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 289-312
    • Brunschweiger, A.1    Muller, C.E.2
  • 10
    • 33845366469 scopus 로고    scopus 로고
    • Synthesis and structure-activity relationships of uracil nucleotide derivatives and analogues as agonists at human P2Y2, P2Y4, and P2Y6 receptors
    • El-Tayeb, A.; Qi, A.; Muller, C. E. Synthesis and structure-activity relationships of uracil nucleotide derivatives and analogues as agonists at human P2Y2, P2Y4, and P2Y6 receptors. J. Med. Chem. 2006, 49, 7076-7087.
    • (2006) J. Med. Chem. , vol.49 , pp. 7076-7087
    • El-Tayeb, A.1    Qi, A.2    Muller, C.E.3
  • 11
    • 30444458530 scopus 로고    scopus 로고
    • Structure activity and molecular modeling analyses of ribose- And base-modified uridine 5-triphosphate analogues at the human P2Y2 and P2Y4 receptors
    • Jacobson, K. A.; Costanzi, S.; Ivanov, A. A.; Tchilibon, S.; Besada, P.; Gao, Z.-G.; Maddileti, S.; Harden, T. K. Structure activity and molecular modeling analyses of ribose- and base-modified uridine 5-triphosphate analogues at the human P2Y2 and P2Y4 receptors. Biochem. Pharmacol. 2006, 71, 540-549.
    • (2006) Biochem. Pharmacol. , vol.71 , pp. 540-549
    • Jacobson, K.A.1    Costanzi, S.2    Ivanov, A.A.3    Tchilibon, S.4    Besada, P.5    Gao, Z.-G.6    Maddileti, S.7    Harden, T.K.8
  • 17
    • 0029788548 scopus 로고    scopus 로고
    • Uridine nucleotide selectivity of three phospholipase C-activating P2 receptors: Identification of a UDP-selective, a UTP-selective, and an, ATP- And UTP-specific receptor
    • Nicholas, R. A.; Watt, W. C.; Lazarowski, E. R.; Li, Q.; Harden, T. K. Uridine nucleotide selectivity of three phospholipase C-activating P2 receptors: identification of a UDP-selective, a UTP-selective, and an, ATP- and UTP-specific receptor. Mol. Pharmacol. 1996, 50, 224-229.
    • (1996) Mol. Pharmacol. , vol.50 , pp. 224-229
    • Nicholas, R.A.1    Watt, W.C.2    Lazarowski, E.R.3    Li, Q.4    Harden, T.K.5
  • 18
    • 20444458308 scopus 로고    scopus 로고
    • P2Y6 nucleotide receptors activate NF-kB and increase survival of osteoclasts
    • Korcok, J.; Raimundo, L. N.; Du, X.; Sims, S. M.; Dixon, S. J. P2Y6 nucleotide receptors activate NF-kB and increase survival of osteoclasts. J. Biol. Chem. 2005, 280, 16909-16915.
    • (2005) J. Biol. Chem. , vol.280 , pp. 16909-16915
    • Korcok, J.1    Raimundo, L.N.2    Du, X.3    Sims, S.M.4    Dixon, S.J.5
  • 19
    • 29744445106 scopus 로고    scopus 로고
    • Human P2Y6 receptor: Molecular modeling leads to the rational design of a novel agonist based on a unique conformational preference
    • Costanzi, S.; Joshi, B. V.; Maddileti, S.; Mamedova, L.; GonzalezMoa, M. J.; Marquez, V. E.; Harden, T. K.; Jacobson, K. A. Human P2Y6 receptor: molecular modeling leads to the rational design of a novel agonist based on a unique conformational preference. J. Med. Chem. 2005, 48, 8108-8111.
    • (2005) J. Med. Chem. , vol.48 , pp. 8108-8111
    • Costanzi, S.1    Joshi, B.V.2    Maddileti, S.3    Mamedova, L.4    Gonzalezmoa, M.J.5    Marquez, V.E.6    Harden, T.K.7    Jacobson, K.A.8
  • 20
    • 0037011906 scopus 로고    scopus 로고
    • Methanocarba modification of uracil and adenine nucleotides: High potency of northern ring conformation at P2Y1, P2Y2, P2Y4, and P2Y11 but not P2Y6 receptors
    • Kim, H. S.; Ravi, R. G.; Marquez, V. E.; Maddileti, S.; Wihlborg, A.-.K.; Erlinge D.; Malmsjoe, M.; Boyer, J. L.; Harden, T. K.; Jacobson, K. A. Methanocarba modification of uracil and adenine nucleotides: high potency of northern ring conformation at P2Y1, P2Y2, P2Y4, and P2Y11 but not P2Y6 receptors. J. Med. Chem. 2002, 45, 208-218.
    • (2002) J. Med. Chem. , vol.45 , pp. 208-218
    • Kim, H.S.1    Ravi, R.G.2    Marquez, V.E.3    Maddileti, S.4    Wihlborg, A.-K.5    Erlinge, D.6    Malmsjoe, M.7    Boyer, J.L.8    Harden, T.K.9    Jacobson, K.A.10
  • 21
    • 33747173785 scopus 로고
    • Lithiation of 5,6-dihydrouridine a new route to 5-substituted uridines
    • Hayakawa, H.; Tanaka, H.; Miyasaka, T. Lithiation of 5,6-dihydrouridine a new route to 5-substituted uridines. Tetrahedron 1985, 41, 1675-1683.
    • (1985) Tetrahedron , vol.41 , pp. 1675-1683
    • Hayakawa, H.1    Tanaka, H.2    Miyasaka, T.3
  • 22
    • 0001856442 scopus 로고
    • A simple and general entry to 5-substituted uridines based on regioselective lithiation controlled by a protecting group in the sugar moiety
    • Hayakawa, H.; Tanaka, H.; Obi, K.; Itoh, M.; Miyasaka, T. A simple and general entry to 5-substituted uridines based on regioselective lithiation controlled by a protecting group in the sugar moiety. Tetrahedron Lett. 1987, 28, 87-90.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 87-90
    • Hayakawa, H.1    Tanaka, H.2    Obi, K.3    Itoh, M.4    Miyasaka, T.5
  • 23
    • 0013615511 scopus 로고
    • Regioselectivity in the lithiation of uridine. Effect of the sugar protecting groups
    • Hayakawa, H.; Tanaka, H.; Maruyama, Y.; Miyasaka, T. Regioselectivity in the lithiation of uridine. Effect of the sugar protecting groups. Chem. Lett. 1985, 1401-1404.
    • (1985) Chem. Lett. , pp. 1401-1404
    • Hayakawa, H.1    Tanaka, H.2    Maruyama, Y.3    Miyasaka, T.4
  • 25
    • 0009941341 scopus 로고
    • Umpolung of reactivity at the C-6 position of uridine: A simple and general method for 6-substituted uridines
    • Tanaka, H.; Hayakawa, H.; Miyasaka, T. Umpolung of reactivity at the C-6 position of uridine: a simple and general method for 6-substituted uridines. Tetrahedron 1982, 38, 2635-2642.
    • (1982) Tetrahedron , vol.38 , pp. 2635-2642
    • Tanaka, H.1    Hayakawa, H.2    Miyasaka, T.3
  • 26
    • 0020560229 scopus 로고
    • The reaction of 6-phenylthiouridine with, sulfur nucleophiles: A simple and regiospecific preparation of 6-alkylthiouridines and 6-alkylthiouridylic acids
    • Tanaka, H.; lijima, S.; Matsuda, A.; Hayakawa, H.; Miyasaka, T.; Ueda, T. The reaction of 6-phenylthiouridine with, sulfur nucleophiles: a simple and regiospecific preparation of 6-alkylthiouridines and 6-alkylthiouridylic acids. Chem. Pharm. Bull. 1983, 31, 1222-1227.
    • (1983) Chem. Pharm. Bull. , vol.31 , pp. 1222-1227
    • Tanaka, H.1    Lijima, S.2    Matsuda, A.3    Hayakawa, H.4    Miyasaka, T.5    Ueda, T.6
  • 30
    • 84984087674 scopus 로고
    • Stereochemistry of nucleic acids and their constituents. IV. Allowed and preferred conformations of nucleosides, nucleoside mono-, di-, tri-, tetraphosphates, nucleic acids, and polynucleotides
    • Sundaralingam, M. Stereochemistry of nucleic acids and their constituents. IV. Allowed and preferred conformations of nucleosides, nucleoside mono-, di-, tri-, tetraphosphates, nucleic acids, and polynucleotides. Biopolymers 1969, 7, 821-860.
    • (1969) Biopolymers , vol.7 , pp. 821-860
    • Sundaralingam, M.1
  • 31
    • 0015913888 scopus 로고
    • Conformational analysis of the sugar ring in nucleosides and nucleotides. Improved method for the interpretation of proton magnetic resonance coupling constants
    • Altona, C.; Sundaralingam, M. Conformational analysis of the sugar ring in nucleosides and nucleotides. Improved method for the interpretation of proton magnetic resonance coupling constants. J. Am. Chem. Soc. 1973, 95, 2333-2344.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 2333-2344
    • Altona, C.1    Sundaralingam, M.2
  • 32
    • 0016387804 scopus 로고
    • Nuclear magnetic resonance studies of 5'-ribo- And deoxyribonucleotide structures in solution
    • Davies, D. B.; Danyluk S. S. Nuclear magnetic resonance studies of 5'-ribo- and deoxyribonucleotide structures in solution. Biochemistry 1974, 13, 4417-4434.
    • (1974) Biochemistry , vol.13 , pp. 4417-4434
    • Davies, D.B.1    Danyluk, S.S.2
  • 33
    • 0018081816 scopus 로고
    • On the conformational dependence of the proton chemical shifts in nucleosides and nucleotides. III. Proton chemical shifts of 5'-nucleotides as a function of different conformational parameters
    • Prado,F.R.;Giessner-Prettre,C.;Pullman,B. Ontheconformationaldependenceoftheprotonchemicalshiftsinnucleosidesand nucleotides.III.Protonchemicalshiftsof5'- nucleotidesasafunctionofdifferentconformationalparameters.J.Theor.Biol.1978,74, 259-277.(Pubitemid9040773)
    • (1978) Journal of Theoretical Biology , vol.74 , Issue.2 , pp. 259-277
    • Ribas Prado, F.1    Giessner-Prettre, C.2    Pullman, B.3
  • 34
    • 0015939983 scopus 로고
    • Determination of pyrimidine nucleoside syn,anti conformational preference in solution by proton and carbon-13 nuclear magnetic resonance
    • Schweizer, M. P.; Banta, E. B.; Witkowski, J. T.; Robins, R. K. Determination of pyrimidine nucleoside syn,anti conformational preference in solution by proton and carbon-13 nuclear magnetic resonance. J. Am. Chem. Soc. 1973, 95, 3770-3778.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 3770-3778
    • Schweizer, M.P.1    Banta, E.B.2    Witkowski, J.T.3    Robins, R.K.4
  • 35
    • 0030376894 scopus 로고    scopus 로고
    • Heteronuclear scalar couplings in the bases and sugar rings of nucleic acids: Their determination and application in assignment and conformational analysis
    • Ippel, J. H.; Wijmenga, S. S.; de Jong, R.; Heus, H. A.; Hilbers, C. W.; de Vroom, E.; van der Marel, G. A.; van Boom, J. H. Heteronuclear scalar couplings in the bases and sugar rings of nucleic acids: their determination and application in assignment and conformational analysis. Magn. Reson. Chem. 1996, 34, S156-S176.
    • (1996) Magn. Reson. Chem. , vol.34
    • Ippel, J.H.1    Wijmenga, S.S.2    De Jong, R.3    Heus, H.A.4    Hilbers, C.W.5    De Vroom, E.6    Van Der Marel, G.A.7    Van Boom, J.H.8
  • 36
    • 0015502284 scopus 로고
    • Conformation of 6-methyluridine, a pyrimidine nucleoside in the syn conformation
    • Suck, D.; Saenger, W.; Vorbrüggen, H. Conformation of 6-methyluridine, a pyrimidine nucleoside in the syn conformation. Nature 1972, 235, 333-334.
    • (1972) Nature , vol.235 , pp. 333-334
    • Suck, D.1    Saenger, W.2    Vorbrüggen, H.3
  • 37
    • 0015511563 scopus 로고
    • Conformational analysis of the sugar ring in nucleosides and nucleotides. A new description using the concept of pseudorotation
    • Altona, C.; Sundaralingam, M. Conformational analysis of the sugar ring in nucleosides and nucleotides. A new description using the concept of pseudorotation. J. Am. Chem. Soc. 1972, 94, 8205-8212.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 8205-8212
    • Altona, C.1    Sundaralingam, M.2
  • 38
    • 4143132541 scopus 로고
    • Determination of the molecular conformation of uridine in aqueous solution by proton magnetic resonance spectroscopy. Comparison with β-pseudouridine
    • Blackburn, B. J.; Grey, A. A.; Smith, I. C. P.; Hruska, F. E. Determination of the molecular conformation of uridine in aqueous solution by proton magnetic resonance spectroscopy. Comparison with β-pseudouridine. Can. J. Chem. 1970, 48, 2866-2870.
    • (1970) Can. J. Chem. , vol.48 , pp. 2866-2870
    • Blackburn, B.J.1    Grey, A.A.2    Smith, I.C.P.3    Hruska, F.E.4
  • 39
    • 0014254273 scopus 로고
    • Complex formation of nucleic bases with cupric ion. Acidity of N-1-protons in inosine-, guanosine-, uridine-, and thymidine 5'-triphosphates and their cupric complexes
    • Sigel, H. Complex formation of nucleic bases with cupric ion. Acidity of N-1-protons in inosine-, guanosine-, uridine-, and thymidine 5'-triphosphates and their cupric complexes. Eur. J. Biochem. 1968, 3, 530-537.
    • (1968) Eur. J. Biochem. , vol.3 , pp. 530-537
    • Sigel, H.1
  • 42
    • 0021111682 scopus 로고
    • On the conformation of 5substituted uridines as studied by proton magnetic resonance
    • Uhl, W.; Reiner, J.; Gassen, H. G. On the conformation of 5substituted uridines as studied by proton magnetic resonance. Nucleic Acids Res. 1983, 11, 1167-1180.
    • (1983) Nucleic Acids Res. , vol.11 , pp. 1167-1180
    • Uhl, W.1    Reiner, J.2    Gassen, H.G.3
  • 44
    • 23144461988 scopus 로고    scopus 로고
    • LOCSVMPSI: A web server for subcellular localization of eukaryotic proteins using SVM and profile of PSI-BLAST
    • Xie, D.; Li, A.; Wang, M.; Fan, Z.; Feng, H. LOCSVMPSI: a web server for subcellular localization of eukaryotic proteins using SVM and profile of PSI-BLAST. Nucleic Acids Res. 2005, 33, W105-W110.
    • (2005) Nucleic Acids Res. , vol.33
    • Xie, D.1    Li, A.2    Wang, M.3    Fan, Z.4    Feng, H.5
  • 45
    • 0032100686 scopus 로고    scopus 로고
    • i protease-activated receptors (PAR-I and PAR-2) in rat astrocytes and C6 glioma cells
    • i protease-activated receptors (PAR-I and PAR-2) in rat astrocytes and C6 glioma cells. Neuroscience (Oxford) 1998, 86, 597-609.
    • (1998) Neuroscience (Oxford) , vol.86 , pp. 597-609
    • Ubl, J.J.1    Vöhringer, C.2    Reiser, G.3


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