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Volumn 42, Issue 18, 1999, Pages 3636-3646

2-thioether 5'-O-(1-thiotriphosphate)adenosine derivatives as new insulin secretagogues acting through P2Y-receptors

Author keywords

[No Author keywords available]

Indexed keywords

2 (6 AMINO 2 HEXYLSULFANYL 7H PURIN 9 YL) 5 O (1 THIOTRIPHOSPHATE METHYL)TETRAHYDROFURAN 3,4 DIOL; 2 THIOETHER 5' O (1 THIOTRIPHOSPHATE)ADENOSINE DERIVATIVE; ADENOSINE DERIVATIVE; PURINE P2 RECEPTOR; UNCLASSIFIED DRUG;

EID: 0033539109     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm990158y     Document Type: Article
Times cited : (63)

References (71)
  • 1
    • 0030958195 scopus 로고    scopus 로고
    • P2 purine and pyrimidine receptors: Emerging superfamilies of G-protein and ligand-gated ion channels receptors
    • (a) Bhagwat, S. S.; Williams, M. P2 purine and pyrimidine receptors: emerging superfamilies of G-protein and ligand-gated ion channels receptors. Eur. J. Med. Chem. 1997, 32, 183-193.
    • (1997) Eur. J. Med. Chem. , vol.32 , pp. 183-193
    • Bhagwat, S.S.1    Williams, M.2
  • 2
    • 0032415306 scopus 로고    scopus 로고
    • Metabotropic receptors for ATP and UTP: Exploring the correspondence between native and recombinant nucleotide receptors
    • (b) King, B. F.; Townsend-Nicholson, A.; Burnstock, G. Metabotropic receptors for ATP and UTP: exploring the correspondence between native and recombinant nucleotide receptors. Trends Pharmacol. Sci. 1998, 19, 506-514.
    • (1998) Trends Pharmacol. Sci. , vol.19 , pp. 506-514
    • King, B.F.1    Townsend-Nicholson, A.2    Burnstock, G.3
  • 3
    • 0027962545 scopus 로고
    • Purinoceptors: Are there families of P2X and P2Y Purinoceptors?
    • Abbracchio, M. P.; Burnstock, G. Purinoceptors: are there families of P2X and P2Y Purinoceptors? Pharmacol. Ther. 1994, 64, 445-475.
    • (1994) Pharmacol. Ther. , vol.64 , pp. 445-475
    • Abbracchio, M.P.1    Burnstock, G.2
  • 4
    • 0031806131 scopus 로고    scopus 로고
    • Potential functional roles of extracellular ATP in kidney and urinary tract
    • (a) Chan, C. M.; Unwin, R. J.; Burnstock, G. Potential functional roles of extracellular ATP in kidney and urinary tract. Exp. Nephrol. 1998, 6, 200-207.
    • (1998) Exp. Nephrol. , vol.6 , pp. 200-207
    • Chan, C.M.1    Unwin, R.J.2    Burnstock, G.3
  • 5
    • 0032033139 scopus 로고    scopus 로고
    • The regulation of vascular function by P2 receptors: Multiple site and multiple receptors
    • (b) Boarder, M. R.; Hourani, S. M. O. The regulation of vascular function by P2 receptors: multiple site and multiple receptors. Trends Pharmacol. Sci. 1998, 19, 99-107.
    • (1998) Trends Pharmacol. Sci. , vol.19 , pp. 99-107
    • Boarder, M.R.1    Hourani, S.M.O.2
  • 6
    • 0031242254 scopus 로고    scopus 로고
    • Nucleotide receptors in the nervous system- An abundant component using diverse transduction mechanisms
    • (c) Barnard, E. A.; Simon, J.; Webb, T. E. Nucleotide receptors in the nervous system-An abundant component using diverse transduction mechanisms. Mol. Neurobiol. 1997, 15, 103-129.
    • (1997) Mol. Neurobiol. , vol.15 , pp. 103-129
    • Barnard, E.A.1    Simon, J.2    Webb, T.E.3
  • 7
    • 0032212798 scopus 로고    scopus 로고
    • The function of ATP receptors in the hippocampus
    • (d) Inoue, K. The function of ATP receptors in the hippocampus. Pharmacol. Res. 1998, 38, 323-331.
    • (1998) Pharmacol. Res. , vol.38 , pp. 323-331
    • Inoue, K.1
  • 8
    • 0030426496 scopus 로고    scopus 로고
    • P1 and P2 receptors in cell growth and differentiation
    • (e) Abbrachio, M. P. P1 and P2 receptors in cell growth and differentiation. Drug Dev. Res. 1996, 39, 393-406.
    • (1996) Drug Dev. Res. , vol.39 , pp. 393-406
    • Abbrachio, M.P.1
  • 9
    • 0032934111 scopus 로고    scopus 로고
    • Therapeutic applications of ATP-(P2)-receptors agonists and antagonists
    • (f) Fischer, B. Therapeutic applications of ATP-(P2)-receptors agonists and antagonists. Exp. Opin. Ther. Patents 1999, 9, 385-399.
    • (1999) Exp. Opin. Ther. Patents , vol.9 , pp. 385-399
    • Fischer, B.1
  • 10
    • 0018601012 scopus 로고
    • Structural specificity of nucleotides for insulin secretory action from the isolated perfused rat pancreas
    • (a) Loubatières-Mariani, M. M.; Chapal, J.; Lignon, F.; Valette, G. Structural specificity of nucleotides for insulin secretory action from the isolated perfused rat pancreas. Eur. J. Pharmacol. 1979, 59, 277-286.
    • (1979) Eur. J. Pharmacol. , vol.59 , pp. 277-286
    • Loubatières-Mariani, M.M.1    Chapal, J.2    Lignon, F.3    Valette, G.4
  • 11
    • 0019427711 scopus 로고
    • Effects of phosphate-modified adenine nucleotide analogues on insulin secretion from perfused rat pancreas
    • (b) Chapal, J.; Loubatières-Mariani, M. M. Effects of phosphate-modified adenine nucleotide analogues on insulin secretion from perfused rat pancreas. Br. J. Pharmacol. 1981, 73, 105-110.
    • (1981) Br. J. Pharmacol. , vol.73 , pp. 105-110
    • Chapal, J.1    Loubatières-Mariani, M.M.2
  • 20
    • 0029658136 scopus 로고    scopus 로고
    • Identification of potent P2Y-purinoceptor agonists that are derivatives of adenosine 5′-monophosphate
    • (b) Boyer, J. L.; Siddiqi, S.; Fischer, B.; Romero-Avila, T.; Jacobson, K. A.; Harden, T. K. Identification of potent P2Y-purinoceptor agonists that are derivatives of adenosine 5′-monophosphate. Br. J. Pharmacol. 1996, 118, 1959-1964.
    • (1996) Br. J. Pharmacol. , vol.118 , pp. 1959-1964
    • Boyer, J.L.1    Siddiqi, S.2    Fischer, B.3    Romero-Avila, T.4    Jacobson, K.A.5    Harden, T.K.6
  • 22
    • 0028793841 scopus 로고
    • 2-Thioether derivatives of adenine nucleotides are exceptionally potent agonists at adenylyl cyclase-linked P2Y-purinoceptors
    • Boyer, J. L.; OTuel, J. W.; Fischer, B.; Jacobson, K. A.; Harden, T. K. 2-Thioether derivatives of adenine nucleotides are exceptionally potent agonists at adenylyl cyclase-linked P2Y-purinoceptors. Br. J. Pharmacol. 1995, 116, 2611-2616.
    • (1995) Br. J. Pharmacol. , vol.116 , pp. 2611-2616
    • Boyer, J.L.1    Otuel, J.W.2    Fischer, B.3    Jacobson, K.A.4    Harden, T.K.5
  • 24
    • 0014349487 scopus 로고
    • Adenosine 5′-phsphorothioate. A nucleotide analogue that is a substrate, competitive inhibitor, or regulator of some enzymes that interact with adenosine 5′-phosphate
    • Murray, A. W.; Atkinson, M. R. Adenosine 5′-phsphorothioate. A nucleotide analogue that is a substrate, competitive inhibitor, or regulator of some enzymes that interact with adenosine 5′-phosphate. Biochemistry 1968, 11, 4023-4029.
    • (1968) Biochemistry , vol.11 , pp. 4023-4029
    • Murray, A.W.1    Atkinson, M.R.2
  • 25
    • 0014168967 scopus 로고
    • Nucleoside 5′-O-phosphorothioates as inhibitors for phosphatases
    • Eckstein, F.; Sternbach, H. Nucleoside 5′-O-phosphorothioates as inhibitors for phosphatases. Biochim. Biophys. Acta 1967,146, 618-619.
    • (1967) Biochim. Biophys. Acta , vol.146 , pp. 618-619
    • Eckstein, F.1    Sternbach, H.2
  • 26
    • 0017287188 scopus 로고
    • Synthesis and properties of diastereomers of adenosine 5′-(O-1-thiotriphosphate) and adenosine 5′-(O-2-thiotriphosphate)
    • Eckstein, F.; Goody, R. S. Synthesis and properties of diastereomers of adenosine 5′-(O-1-thiotriphosphate) and adenosine 5′-(O-2-thiotriphosphate). Biochemistry 1976, 15, 1685-1691.
    • (1976) Biochemistry , vol.15 , pp. 1685-1691
    • Eckstein, F.1    Goody, R.S.2
  • 27
    • 0014525304 scopus 로고
    • Analogues of inosine 5′-phosphate with phosphorus-nitrogen and phosphorus-sulfur bonds. Binding and kinetic studies with inosine 5′-phosphate dehydrogenase
    • Hampton, A.; Brox, L. W.; Bayer, M. Analogues of inosine 5′-phosphate with phosphorus-nitrogen and phosphorus-sulfur bonds. Binding and kinetic studies with inosine 5′-phosphate dehydrogenase. Biochemistry 1969, 8, 2303-2311.
    • (1969) Biochemistry , vol.8 , pp. 2303-2311
    • Hampton, A.1    Brox, L.W.2    Bayer, M.3
  • 28
    • 0021891882 scopus 로고
    • Nucleoside phosphorothioates
    • and references therein
    • Eckstein, F. Nucleoside phosphorothioates. Annu. Rev. Biochem. 1985, 54, 367-402 and references therein.
    • (1985) Annu. Rev. Biochem. , vol.54 , pp. 367-402
    • Eckstein, F.1
  • 32
    • 0032559887 scopus 로고    scopus 로고
    • 1-receptor: Molecular modeling and site-directed mutagenesis as tools to identify agonist and antagonist recognition sites
    • 1-receptor: molecular modeling and site-directed mutagenesis as tools to identify agonist and antagonist recognition sites. J. Med. Chem. 1998, 41, 1456-1466.
    • (1998) J. Med. Chem. , vol.41 , pp. 1456-1466
    • Moro, S.1    Guo, D.2    Camaioni, E.3    Boyer, J.L.4    Harden, T.K.5    Jacobson, K.A.6
  • 33
    • 0021248394 scopus 로고
    • Effects of phosphorothioate analogues of ATP, ADP and AMP on guinea-pig taenia coli and urinary bladder
    • Burnstock, G.; Cusack, N. J.; Meldrum, L. A. Effects of phosphorothioate analogues of ATP, ADP and AMP on guinea-pig taenia coli and urinary bladder. Br. J. Pharmacol. 1984, 82, 369-374.
    • (1984) Br. J. Pharmacol. , vol.82 , pp. 369-374
    • Burnstock, G.1    Cusack, N.J.2    Meldrum, L.A.3
  • 34
    • 0017402041 scopus 로고
    • Platelet aggregation inhibitors. IX. Chemical transformation of adenosine into 2-thio adenosine derivatives
    • and references therein
    • Kikugawa, K; Suehiro, H.; Yanase, R.; Aoki, A. Platelet aggregation inhibitors. IX. Chemical transformation of adenosine into 2-thio adenosine derivatives. Chem. Pharm. Bull. 1977, 25, 1959-69 and references therein.
    • (1977) Chem. Pharm. Bull. , vol.25 , pp. 1959-1969
    • Kikugawa, K.1    Suehiro, H.2    Yanase, R.3    Aoki, A.4
  • 35
    • 33947334166 scopus 로고
    • Nucleoside phosphorothioates
    • (a) Eckstein, F. Nucleoside phosphorothioates. J. Am. Chem. Soc. 1966, 88, 4292-4294.
    • (1966) J. Am. Chem. Soc. , vol.88 , pp. 4292-4294
    • Eckstein, F.1
  • 36
    • 0021100902 scopus 로고
    • Synthesis and separation of diastereomers of deoxynucleoside 5′-O-(1-thio)-triphosphates
    • (b) Chen, J.-T.; Benkovic, S. J. Synthesis and separation of diastereomers of deoxynucleoside 5′-O-(1-thio)-triphosphates. Nucleic Acids Res. 1983, 11, 3737-3751.
    • (1983) Nucleic Acids Res. , vol.11 , pp. 3737-3751
    • Chen, J.-T.1    Benkovic, S.J.2
  • 37
    • 37049074620 scopus 로고
    • Aminolysis and alkaline hydrolysis of protected 1-hydroxybenzo-triazol-1-yl esters of adenosine 5′-phosphorothioate and -phosphorodithioate
    • (c) Reese, C. B.; Shek, L. H. K.; Zhao, Z. Aminolysis and alkaline hydrolysis of protected 1-hydroxybenzo-triazol-1-yl esters of adenosine 5′-phosphorothioate and -phosphorodithioate. J. Chem. Soc., Perkin Trans. 1 1995, 3077-3084.
    • (1995) J. Chem. Soc., Perkin Trans. 1 , pp. 3077-3084
    • Reese, C.B.1    Shek, L.H.K.2    Zhao, Z.3
  • 38
    • 0000075137 scopus 로고
    • Nucleosides S-alkyl phosphorothioates. IV. Synthesis of nucleoside phosphorothioates monoesters
    • Cook, A. F. Nucleosides S-alkyl phosphorothioates. IV. Synthesis of nucleoside phosphorothioates monoesters. J. Am. Chem. Soc. 1970, 92, 190-195.
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 190-195
    • Cook, A.F.1
  • 39
    • 0001635779 scopus 로고
    • Studies of phosphorylation. III. Selective phosphorylation of unprotected nucleosides
    • Yoshikawa, M.; Kato, T.; Takenishi, T. Studies of phosphorylation. III. Selective phosphorylation of unprotected nucleosides. Bull. Chem. Soc. Jpn. 1969, 42, 3505-3508.
    • (1969) Bull. Chem. Soc. Jpn. , vol.42 , pp. 3505-3508
    • Yoshikawa, M.1    Kato, T.2    Takenishi, T.3
  • 40
    • 0028937691 scopus 로고
    • Phosphorylation of nucleosides with phosphorous oxychloride in trialkyl phosphate
    • Ikemoto, T.; Haze, A.; Hatano, H.; Kitamoto, Y.; Ishida, M.; Nara, K. Phosphorylation of nucleosides with phosphorous oxychloride in trialkyl phosphate. Chem. Pharm. Bull. 1995, 43, 210-215.
    • (1995) Chem. Pharm. Bull. , vol.43 , pp. 210-215
    • Ikemoto, T.1    Haze, A.2    Hatano, H.3    Kitamoto, Y.4    Ishida, M.5    Nara, K.6
  • 41
    • 0000793106 scopus 로고
    • The facile synthesis of 5′-nucleotides by the selective phosphorylation of a primary hydroxyl group of nucleosides with phosphoryl chloride
    • Sowa, T.; Ouchi, S. The facile synthesis of 5′-nucleotides by the selective phosphorylation of a primary hydroxyl group of nucleosides with phosphoryl chloride. Bull. Chem. Soc. Jpn. 1975, 48, 2084-2090.
    • (1975) Bull. Chem. Soc. Jpn. , vol.48 , pp. 2084-2090
    • Sowa, T.1    Ouchi, S.2
  • 42
    • 0010011680 scopus 로고
    • Studies on phosphorylation. IV. Selective phosphorylation of the primary hydroxyl group in nucleosides
    • Imai, K.-I.; Fujii, S.; Takanohashi, K.; Furukawa, Y.; Masuda, T.; Honjo, M. Studies on phosphorylation. IV. Selective phosphorylation of the primary hydroxyl group in nucleosides. J. Org. Chem. 1969, 34, 1547-1550.
    • (1969) J. Org. Chem. , vol.34 , pp. 1547-1550
    • Imai, K.-I.1    Fujii, S.2    Takanohashi, K.3    Furukawa, Y.4    Masuda, T.5    Honjo, M.6
  • 43
    • 0028853635 scopus 로고
    • New efficient sulfurizing reagents for the preparation of oligo-deoxynucleotide phosphorothioate analogues
    • Efimov, A. E.; Kalinkina, A. L.; Chakhmakhcheva, O. G.; Schmaltz Hill, T.; Jayaraman, K. New efficient sulfurizing reagents for the preparation of oligo-deoxynucleotide phosphorothioate analogues. Nucleic Acids Res. 1995, 23, 4029-4033.
    • (1995) Nucleic Acids Res. , vol.23 , pp. 4029-4033
    • Efimov, A.E.1    Kalinkina, A.L.2    Chakhmakhcheva, O.G.3    Schmaltz Hill, T.4    Jayaraman, K.5
  • 44
    • 0001127361 scopus 로고
    • Hydrolytic reactions of the diastereomeric phosphoromonothioate analogues of uridylyl (3′,5′)uridine: Kinetics and mechanisms for desulfurization, phosphoester hydrolysis, and transestrification to the 2′,5′-isomers
    • (a) Ora, M.; Oivanen, M.; Almer, H.; Stromberg, R.; Lönnberg, H. Hydrolytic reactions of the diastereomeric phosphoromonothioate analogues of uridylyl (3′,5′)uridine: kinetics and mechanisms for desulfurization, phosphoester hydrolysis, and transestrification to the 2′,5′-isomers. J. Org. Chem. 1995, 60, 5620-5627.
    • (1995) J. Org. Chem. , vol.60 , pp. 5620-5627
    • Ora, M.1    Oivanen, M.2    Almer, H.3    Stromberg, R.4    Lönnberg, H.5
  • 45
    • 0029937197 scopus 로고    scopus 로고
    • Hydrolysis and desulfurization of the diastereomeric phosphoromonothioate analogues of undine 2′,3′-cyclic monophosphate
    • (b) Ora, M.; Oivanen, M.; Lönnberg, H. Hydrolysis and desulfurization of the diastereomeric phosphoromonothioate analogues of undine 2′,3′-cyclic monophosphate. J. Org. Chem. 1996, 61, 3951-3955.
    • (1996) J. Org. Chem. , vol.61 , pp. 3951-3955
    • Ora, M.1    Oivanen, M.2    Lönnberg, H.3
  • 46
    • 0030905820 scopus 로고    scopus 로고
    • Phosphoester hydrolysis and intramolecular transesterification of ribonucleoside 2′- and 3′-phosphoromonothioate triesters: Kinetics and mechanisms for the reactions of 5′-O-methyluridine 2′- and 3′-dimethylphosphoromonothioates
    • (c) Ora, M.; Oivanen, M.; Lönnberg, H. Phosphoester hydrolysis and intramolecular transesterification of ribonucleoside 2′-and 3′-phosphoromonothioate triesters: kinetics and mechanisms for the reactions of 5′-O-methyluridine 2′-and 3′-dimethylphosphoromonothioates. J. Org. Chem. 1997, 62, 3246-3253.
    • (1997) J. Org. Chem. , vol.62 , pp. 3246-3253
    • Ora, M.1    Oivanen, M.2    Lönnberg, H.3
  • 47
    • 0029088795 scopus 로고
    • Stability of oligodeoxynucleoside phosphorodithioates and phosphorothioates in aqueous ammonia
    • Kodra, J. T.; Kehler, J.; Dahl, O. Stability of oligodeoxynucleoside phosphorodithioates and phosphorothioates in aqueous ammonia. Nucleic Acids Res. 1995, 23, 3349-3350.
    • (1995) Nucleic Acids Res. , vol.23 , pp. 3349-3350
    • Kodra, J.T.1    Kehler, J.2    Dahl, O.3
  • 48
    • 0018634216 scopus 로고
    • Mechanistic studies on deoxyribonucleic acid dependent ribonucleic acid. Polymerase from Escherichia coli using phosphorothioate analogues. 1. Initiation and pyrophosphate exchange reactions
    • (a) Yee, D.; Armstrong, V. W.; Eckstein, F. Mechanistic studies on deoxyribonucleic acid dependent ribonucleic acid. Polymerase from Escherichia coli using phosphorothioate analogues. 1. Initiation and pyrophosphate exchange reactions. Biochemistry 1979, 18, 4116-4120.
    • (1979) Biochemistry , vol.18 , pp. 4116-4120
    • Yee, D.1    Armstrong, V.W.2    Eckstein, F.3
  • 49
    • 0024589767 scopus 로고
    • Rapid and efficient synthesis of nucleoside 5′-O-(1-thiotriphosphate), 5′-triphosphates and 2′,3′-cyclophosphorothioates using 2-chloro-4H-1,3,2-benzodioxa-phosphorin-4-one
    • (b) Ludwig, J.; Eckstein, G. Rapid and efficient synthesis of nucleoside 5′-O-(1-thiotriphosphate), 5′-triphosphates and 2′,3′-cyclophosphorothioates using 2-chloro-4H-1,3,2-benzodioxa-phosphorin-4-one. J. Org. Chem. 1989, 54, 631-635.
    • (1989) J. Org. Chem. , vol.54 , pp. 631-635
    • Ludwig, J.1    Eckstein, G.2
  • 50
    • 0017287188 scopus 로고
    • Synthesis and properties of diastereoisomers of adenosine 5′-(O-1-thiotriphosphate) and adenosine 5′-(O-2-thiotriphosphate)
    • Eckstein, F.; Goody, R. S. Synthesis and properties of diastereoisomers of adenosine 5′-(O-1-thiotriphosphate) and adenosine 5′-(O-2-thiotriphosphate). Biochemistry 1976, 15, 1685-1691.
    • (1976) Biochemistry , vol.15 , pp. 1685-1691
    • Eckstein, F.1    Goody, R.S.2
  • 51
    • 0025776637 scopus 로고
    • A novel synthesis of nucleoside 5′-triphosphates
    • Mishra, N. C.; Broom, A. D. A novel synthesis of nucleoside 5′-triphosphates. J. Chem. Soc., Chem. Commun. 1991, 1276-1277.
    • (1991) J. Chem. Soc., Chem. Commun. , pp. 1276-1277
    • Mishra, N.C.1    Broom, A.D.2
  • 52
    • 0025347087 scopus 로고
    • Biochemical characterization of three stimulatory GTP-binding proteins
    • (a) Jones, D. T.; Masters, S. B.; Bourne, H. R; Reed, R. R. Biochemical characterization of three stimulatory GTP-binding proteins. J. Biol. Chem. 1990, 265, 2671-2676.
    • (1990) J. Biol. Chem. , vol.265 , pp. 2671-2676
    • Jones, D.T.1    Masters, S.B.2    Bourne, H.R.3    Reed, R.R.4
  • 53
    • 0022297686 scopus 로고
    • Stereochemistry of the guanyl nucleotide binding site of transducin probed by phosphorothioate analogues of GTP and GDP
    • (b) Yamanaka, G.; Eckstein, F.; Stryer, L. Stereochemistry of the guanyl nucleotide binding site of transducin probed by phosphorothioate analogues of GTP and GDP. Biochemistry 1985, 24, 8094-8101.
    • (1985) Biochemistry , vol.24 , pp. 8094-8101
    • Yamanaka, G.1    Eckstein, F.2    Stryer, L.3
  • 54
    • 0026765991 scopus 로고
    • Activation of G proteins by (Rp) and (Sp) diastereomers of guanosine 5′-[β-thio]triphosphate in hamster fibroblasts
    • (c) Paris, S.; Eckstein, F. Activation of G proteins by (Rp) and (Sp) diastereomers of guanosine 5′-[β-thio]triphosphate in hamster fibroblasts. Biochem. J. 1992, 284, 327-332.
    • (1992) Biochem. J. , vol.284 , pp. 327-332
    • Paris, S.1    Eckstein, F.2
  • 55
    • 0008314055 scopus 로고
    • An improved separation of diastereomers of nucleoside phosphorothioates using reversed-phase high-performance liquid chromatography
    • Marquetant, R.; Goody, B. S. An improved separation of diastereomers of nucleoside phosphorothioates using reversed-phase high-performance liquid chromatography. J. Chromatogr. 1983, 280, 386-389.
    • (1983) J. Chromatogr. , vol.280 , pp. 386-389
    • Marquetant, R.1    Goody, B.S.2
  • 56
    • 0029664380 scopus 로고    scopus 로고
    • Hydrolysis of P2-purinoceptor agonists by a purified ectonucleotidase from the bovine aorta, the ATP-diphosphohydrolase
    • Picher, M.; Sevigny, J.; D'Orleans-Juste, P.; Beaudoin, A. R. Hydrolysis of P2-purinoceptor agonists by a purified ectonucleotidase from the bovine aorta, the ATP-diphosphohydrolase. Biochem. Pharmacol. 1996, 51, 1453-1460.
    • (1996) Biochem. Pharmacol. , vol.51 , pp. 1453-1460
    • Picher, M.1    Sevigny, J.2    D'Orleans-Juste, P.3    Beaudoin, A.R.4
  • 57
    • 0019139761 scopus 로고
    • Metabolism of adenine nucleotides by ectoenzymes of vasculare endothelial and smoothmuscle cells in culture
    • Pearson, J.; Carleton, J. S.; Gordon, J. L. Metabolism of adenine nucleotides by ectoenzymes of vasculare endothelial and smoothmuscle cells in culture. Biochem. J. 1980, 190, 421-429.
    • (1980) Biochem. J. , vol.190 , pp. 421-429
    • Pearson, J.1    Carleton, J.S.2    Gordon, J.L.3
  • 58
    • 0019320639 scopus 로고
    • Characterization and purification of a calcium-sensitive ATP diphosphohydrolase from pig pancreas
    • LeBel, D.; Poirier, G. G.; Phaneuf, S.; St.-Jean, P.; Laliberte, J. F.; Beaudoin, A. R. Characterization and purification of a calcium-sensitive ATP diphosphohydrolase from pig pancreas. J. Biol. Chem. 1980, 255, 1227-1233.
    • (1980) J. Biol. Chem. , vol.255 , pp. 1227-1233
    • LeBel, D.1    Poirier, G.G.2    Phaneuf, S.3    St-Jean, P.4    Laliberte, J.F.5    Beaudoin, A.R.6
  • 59
    • 0029560293 scopus 로고
    • Purification of pancreas Type I ATP diphosphohydrolase and identification by affinity labeling with 5′-p-fluorosulfonyl benzoyl adenosine ATP analogue
    • (a) Sevigny, J.; Cote, Y. P.; Beaudoin, A. R. Purification of pancreas Type I ATP diphosphohydrolase and identification by affinity labeling with 5′-p-fluorosulfonyl benzoyl adenosine ATP analogue. Biochem. J. 1995, 312, 351-356.
    • (1995) Biochem. J. , vol.312 , pp. 351-356
    • Sevigny, J.1    Cote, Y.P.2    Beaudoin, A.R.3
  • 64
    • 0030437695 scopus 로고    scopus 로고
    • Extracellular purines metabolism
    • Zimmermann, H. Extracellular purines metabolism. Drug Dev. Res. 1996, 39, 337-352.
    • (1996) Drug Dev. Res. , vol.39 , pp. 337-352
    • Zimmermann, H.1
  • 65
  • 67
    • 0021101432 scopus 로고
    • Sequential hydrolysis of the gamma and beta-phosphate groups of ATP by the ATP diphosphohydrolase from pig pancreas
    • Laliberte, J.-F.; Beaudoin, A. R. Sequential hydrolysis of the gamma and beta-phosphate groups of ATP by the ATP diphosphohydrolase from pig pancreas. Biochim. Biophys. Acta 1983, 742, 9-15.
    • (1983) Biochim. Biophys. Acta , vol.742 , pp. 9-15
    • Laliberte, J.-F.1    Beaudoin, A.R.2
  • 68
    • 0023917654 scopus 로고
    • A malachite green procedure for orthophosphate determination and its use in alkaline phosphatase-base enzyme immunoassay
    • Baykov, A. A.; Evtushenko, O. A.; Avaeva, S. M. A malachite green procedure for orthophosphate determination and its use in alkaline phosphatase-base enzyme immunoassay. Anal. Biochem. 1988, 171, 266-270.
    • (1988) Anal. Biochem. , vol.171 , pp. 266-270
    • Baykov, A.A.1    Evtushenko, O.A.2    Avaeva, S.M.3
  • 69
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M. M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 1976, 72, 248-254.
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 70
    • 0024558929 scopus 로고
    • Kinetics of activation of phospholipase C by P2Y purinergic receptor agonists and guanine nucleotides
    • Boyer, J. L.; Downes, C. P.; Harden, T. K Kinetics of activation of phospholipase C by P2Y purinergic receptor agonists and guanine nucleotides. J. Biol. Chem. 1989, 264, 884-890.
    • (1989) J. Biol. Chem. , vol.264 , pp. 884-890
    • Boyer, J.L.1    Downes, C.P.2    Harden, T.K.3
  • 71
    • 0024022311 scopus 로고
    • Phosphoinositide hydrolysis by guanosine 5′-[gamma-thio]triphosphate-activated phospholipase C of turkey erythrocyte membranes
    • Harden, T. K.; Hawkins, P. T.; Stephens, L.; Boyer, J. L.; Downes, C. P. Phosphoinositide hydrolysis by guanosine 5′-[gamma-thio]triphosphate-activated phospholipase C of turkey erythrocyte membranes. Biochem. J. 1988, 252, 583-593.
    • (1988) Biochem. J. , vol.252 , pp. 583-593
    • Harden, T.K.1    Hawkins, P.T.2    Stephens, L.3    Boyer, J.L.4    Downes, C.P.5


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