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Highly potent and selective ectonucleotide pyrophosphatase/phosphodiesterase I inhibitors based on an adenosine 5'-(α or γ)-thio-(α,β- or β,γ)-methylenetriphosphate scaffold.

Nadel Y, Lecka J, Gilad Y, Ben-David G, Förster D, Reiser G, Kenigsberg S, Camden J, Weisman GA, Senderowitz H, Sévigny J, Fischer B.

J Med Chem. 2014 Jun 12;57(11):4677-91. doi: 10.1021/jm500196c. Epub 2014 May 30.


Nonhydrolyzable ATP analogues as selective inhibitors of human NPP1: a combined computational/experimental study.

Lecka J, Ben-David G, Simhaev L, Eliahu S, Oscar J Jr, Luyindula P, Pelletier J, Fischer B, Senderowitz H, Sévigny J.

J Med Chem. 2013 Nov 14;56(21):8308-20. doi: 10.1021/jm400918s. Epub 2013 Oct 22.


Diadenosine 5',5''-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors.

Eliahu S, Lecka J, Reiser G, Haas M, Bigonnesse F, Lévesque SA, Pelletier J, Sévigny J, Fischer B.

J Med Chem. 2010 Dec 23;53(24):8485-97. doi: 10.1021/jm100597c. Epub 2010 Nov 22.


Diadenosine and diuridine poly(borano)phosphate analogues: synthesis, chemical and enzymatic stability, and activity at P2Y1 and P2Y2 receptors.

Nahum V, Tulapurkar M, Lévesque SA, Sévigny J, Reiser G, Fischer B.

J Med Chem. 2006 Mar 23;49(6):1980-90.


Specificity of the ecto-ATPase inhibitor ARL 67156 on human and mouse ectonucleotidases.

Lévesque SA, Lavoie EG, Lecka J, Bigonnesse F, Sévigny J.

Br J Pharmacol. 2007 Sep;152(1):141-50. Epub 2007 Jul 2.


Boranophosphate isoster controls P2Y-receptor subtype selectivity and metabolic stability of dinucleoside polyphosphate analogues.

Yelovitch S, Camden J, Weisman GA, Fischer B.

J Med Chem. 2012 Jan 12;55(1):437-48. doi: 10.1021/jm2013198. Epub 2011 Dec 7.


Imidazopyridine- and purine-thioacetamide derivatives: potent inhibitors of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1).

Chang L, Lee SY, Leonczak P, Rozenski J, De Jonghe S, Hanck T, Müller CE, Herdewijn P.

J Med Chem. 2014 Dec 11;57(23):10080-100. doi: 10.1021/jm501434y. Epub 2014 Nov 21.


Quinazoline-4-piperidine sulfamides are specific inhibitors of human NPP1 and prevent pathological mineralization of valve interstitial cells.

Shayhidin EE, Forcellini E, Boulanger MC, Mahmut A, Dautrey S, Barbeau X, Lagüe P, Sévigny J, Paquin JF, Mathieu P.

Br J Pharmacol. 2015 Aug;172(16):4189-99. doi: 10.1111/bph.13204. Epub 2015 Jul 8.


Ectonucleotide pyrophosphatase/phosphodiesterase activity in Neuro-2a neuroblastoma cells: changes in expression associated with neuronal differentiation.

Gómez-Villafuertes R, Pintor J, Miras-Portugal MT, Gualix J.

J Neurochem. 2014 Nov;131(3):290-302. doi: 10.1111/jnc.12794. Epub 2014 Jul 10.


Sp-2-propylthio-ATP-α-B and Sp-2-propylthio-ATP-α-B,β-γ-dichloromethylene are novel potent and specific agonists of the human P2Y₁₁ receptor.

Haas M, Ben-Moshe I, Fischer B, Reiser G.

Biochem Pharmacol. 2013 Sep 1;86(5):645-55. doi: 10.1016/j.bcp.2013.06.013. Epub 2013 Jun 25.


2-Hexylthio-β,γ-CH2-ATP is an effective and selective NTPDase2 inhibitor.

Gillerman I, Lecka J, Simhaev L, Munkonda MN, Fausther M, Martín-Satué M, Senderowitz H, Sévigny J, Fischer B.

J Med Chem. 2014 Jul 24;57(14):5919-34. doi: 10.1021/jm401933c. Epub 2014 Jul 14.


Acidosis is a key regulator of osteoblast ecto-nucleotidase pyrophosphatase/phosphodiesterase 1 (NPP1) expression and activity.

Orriss IR, Key ML, Hajjawi MO, Millán JL, Arnett TR.

J Cell Physiol. 2015 Dec;230(12):3049-56. doi: 10.1002/jcp.25041.


2-MeS-beta,gamma-CCl2-ATP is a potent agent for reducing intraocular pressure.

Eliahu S, Martín-Gil A, Perez de Lara MJ, Pintor J, Camden J, Weisman GA, Lecka J, Sévigny J, Fischer B.

J Med Chem. 2010 Apr 22;53(8):3305-19. doi: 10.1021/jm100030u.


Identification of hydrolytically stable and selective P2Y(1) receptor agonists.

Eliahu SE, Camden J, Lecka J, Weisman GA, Sévigny J, Gélinas S, Fischer B.

Eur J Med Chem. 2009 Apr;44(4):1525-36. doi: 10.1016/j.ejmech.2008.07.015. Epub 2008 Jul 22.


Structure of NPP1, an ectonucleotide pyrophosphatase/phosphodiesterase involved in tissue calcification.

Jansen S, Perrakis A, Ulens C, Winkler C, Andries M, Joosten RP, Van Acker M, Luyten FP, Moolenaar WH, Bollen M.

Structure. 2012 Nov 7;20(11):1948-59. doi: 10.1016/j.str.2012.09.001. Epub 2012 Oct 4.


Effects of pH on the production of phosphate and pyrophosphate by matrix vesicles' biomimetics.

Simão AM, Bolean M, Hoylaerts MF, Millán JL, Ciancaglini P.

Calcif Tissue Int. 2013 Sep;93(3):222-32. doi: 10.1007/s00223-013-9745-3. Epub 2013 May 31.


Degradation of extracellular ATP by the retinal pigment epithelium.

Reigada D, Lu W, Zhang X, Friedman C, Pendrak K, McGlinn A, Stone RA, Laties AM, Mitchell CH.

Am J Physiol Cell Physiol. 2005 Sep;289(3):C617-24. Epub 2005 Apr 27.


Adenine nucleotide analogues locked in a Northern methanocarba conformation: enhanced stability and potency as P2Y(1) receptor agonists.

Ravi RG, Kim HS, Servos J, Zimmermann H, Lee K, Maddileti S, Boyer JL, Harden TK, Jacobson KA.

J Med Chem. 2002 May 9;45(10):2090-100.


Hydrolysis of diadenosine polyphosphates by nucleotide pyrophosphatases/phosphodiesterases.

Vollmayer P, Clair T, Goding JW, Sano K, Servos J, Zimmermann H.

Eur J Biochem. 2003 Jul;270(14):2971-8.

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