Enzymatic synthesis of mono and dinucleoside polyphosphates

Biochimica et Biophysica Acta - General Subjects

Volumn 1810, Issue 12, 2011, Pages 1195-1204

  Fraga, Hugo ^a   Fontes, Rui ^b  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^b University of Porto   (Portugal)

Author keywords

Ap 4A; Dinucleoside polyphosphate; Enzyme synthesis; Mononucleoside polyphosphate; p 4A; Promiscuous activity

Indexed keywords

DINUCLEOSIDE POLYPHOSPHATE; MONONUCLEOSIDE POLYPHOSPHATE; POLYPHOSPHATE; UNCLASSIFIED DRUG;

ENZYME ACTIVITY; ENZYME MECHANISM; ENZYME SPECIFICITY; ENZYME SUBSTRATE COMPLEX; ENZYME SYNTHESIS; HUMAN; NONHUMAN; PRIORITY JOURNAL; PROTEIN FUNCTION; REVIEW;

DINUCLEOSIDE PHOSPHATES; NUCLEOTIDYLTRANSFERASES;

ARTEMIA;

EID: 80054987391     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2011.09.010     Document Type: Review

References (133)

1. M.A.G. Sillero, R. Villalba, A. Moreno, M. Quintanilla, C.D. Lobatón, and A. Sillero Dinucleosidetriphosphatase from rat liver. Purification and properties Eur. J. Biochem. 76 1977 331 337 (Pubitemid 8112662)
2. A.G. McLennan, and P.C. Zamecnik Ap4A And Other Dinucleoside Polyphosphates 1992 CRC Press Inc
3. A. Guranowski Studies on dinucleoside polyphosphates: some intriguing biochemical, physiological, and medical aspects J. Clin. Biochem. 28 2000 177 189 (Pubitemid 34842033)
4. F.J. Finamore, and A.H. Warner The ocurrence of P1, P4-diguanosine 5′-tetraphosphate in brine shrimp eggs J. Biol. Chem. 238 1963 344 348
5. A.H. Warner, and F.J. Finamore Isolation, purification, and characterization of P1, P3-diguanosine 5′-triphosphate from brine shrimp eggs Biochim. Biophys. Acta 108 1965 525 530
6. P.C. Zamecnik, and M.L. Stephenson Nucleoside pyrophosphate compounds related to the first step in protein synthesis Alfred Benzon Symposium 1969 Elsevier Press Amsterdam 276 291
7. A. Guranowski Specific and non-specific enzymes involved in the catabolism of mononucleoside and dinucleoside polyphosphates Pharma Ther. 87 2000 117 139
8. P. Plateau, and S. Blanquet Dinucleoside oligophosphates in micro-organisms Adv. Microb. Physiol. 36 1994 81 109 (Pubitemid 24090429)
9. D.H. Marrian A new adenine nucleotide Biochim. Biophys. Acta 13 1954 278 281
10. I. Lieberman Identification of adenosine tetraphosphate from horse muscle J. Am. Chem. Soc. 77 1955 3373 3375
11. G. Small, and C. Cooper Studies on the occurrence and biosynthesis of adenosine tetraphosphate Biochemistry 5 1966 26 33
12. H. Jakubowski Sporulation of the yeast Saccharomyces cerevisiae is accompanied by synthesis of adenosine 5′-tetraphosphate and adenosine 5′-pentaphosphate Proc. Natl. Acad. Sci. U. S. A. 83 1986 2378 2382 (Pubitemid 16026889)
13. A.G. McLennan Dinucleoside polyphosphates - friend or foe? Pharmacol. Ther. 87 2000 73 89
14. nA), a novel class of signalling molecules? FEBS Lett. 427 1998 157 163 (Pubitemid 28225049)
15. P. Zamecnik Diadenosine 5′,5'-P1, P4-tetraphosphate (Ap4A): its role in cellular metabolism Anal. Biochem. 134 1983 1 10
16. E. Rapaport, and P.C. Zamecnik Presence of diadenosine 5′,5'-P1, P4-tetraphosphate (Ap4A) in mamalian cells in levels varying widely with proliferative activity of the tissue: a possible positive "pleiotypic activator" Proc. Natl. Acad. Sci. U. S. A. 73 1976 3984 3988
17. C. Weinmann-Dorsch, G. Pierron, R. Wick, H. Sauer, and F. Grummt High diadenosine tetraphosphate (Ap4A) level at initiation of S phase in the naturally synchronous mitotic cycle of Physarum polycephalum Exp. Cell Res. 155 1984 171 177 (Pubitemid 15213278)
18. P.C. Lee, B.R. Bochner, and B.N. Ames AppppA, heat-shock stress, and cell oxidation Proc. Natl. Acad. Sci. U. S. A. 80 1983 7496 7500 (Pubitemid 14178029)
19. M. Baltzinger, J.P. Ebel, and P. Remy Accumulation of dinucleoside polyphosphates in Saccharomyces cerevisiae under stress conditions. High levels are associated with cell death Biochimie 68 1986 1231 1236 (Pubitemid 17195934)
20. J.C. Baker, and M.K. Jacobson Alteration of adenyl dinucleotide metabolism by environmental stress Proc. Natl. Acad. Sci. U. S. A. 83 1986 2350 2352 (Pubitemid 16026884)
21. P. Plateau, M. Fromant, and S. Blanquet Heat shock and hydrogen peroxide responses of E. coli are not changed by dinucleoside tetraphosphate hydrolase overproduction J. Bacteriol. 169 1987 3817 3820
22. H. Coste, A. Brevet, P. Plateau, and S. Blanquet Non-adenylylated bis(5′-nucleosidyl) tetraphosphates occur in Saccharomyces cerevisiae and in E. coli and accumulate upon temperature shift or exposure to cadmium J. Biol. Chem. 262 1987 12096 12103
23. C. Bonaventura, R. Cashon, J.M. Colacino, and R.H. Hilderman Alteration of hemoglobin function by diadenosine 5′,5'-P1, P4-tetraphosphate and other alarmones J. Biol. Chem. 267 1992 4652 4657
24. G. Guédon, J.P. Ebel, and P. Remy Yeast phenylalanyl-tRNA synthetase: evidence for the formation of ADP by phosphorolysis of enzyme-bound aminoacyladenylate Biochimie 69 1987 1175 1181
25. P.N. Garrison, S.A. Mathis, and L.D. Barnes Changes in diadenosine tetraphosphate levels in Physarum polycephalum with different oxygen concentrations J. Bacteriol. 171 1989 1506 1512 (Pubitemid 19080790)
26. D. Meyer, G. Moris, C.M. Wolff, N. Befort, and P. Remy Significance of dinucleoside tetraphosphate production by cultured tumor cells exposed to the presence of ethanol Biochimie 72 1990 57 64 (Pubitemid 20100869)
27. P.C. Lee, B.R. Bochner, and B.N. Ames Diadenosine 5′,5'-P1, P4-tetraphosphate and related adenylylated nucleotides in Salmonella typhimurium J. Biol. Chem. 258 1983 6827 6834
28. B.R. Bochner, P.C. Lee, S.W. Wilson, C.W. Cutler, and B.N. Ames AppppA and related adenylylated nucleotides are synthesized as a consequence of oxidation stress Cell 37 1984 225 232 (Pubitemid 14079854)
29. A. Brevet, P. Plateau, M. Best-Belpomme, and S. Blanquet Variation of Ap4A and other dinucleoside polyphosphates in stressed Drosophila cells J. Biol. Chem. 260 1985 15566 15570 (Pubitemid 16170096)
30. A. Sillero, and M.A.G. Sillero Synthesis of dinucleoside polyphosphates catalyzed by firefly luciferase and several ligases Pharmacol. Ther. 87 2000 91 102
31. P.C. Zamecnik, M.L. Stephenson, C.M. Janeway, and K. Randerath Enzymatic synthesis of diadenosine tetraphosphate and diadenosine triphosphate with a purified lysyl-sRNA synthetase Biochem. Biophys. Res. Commun. 24 1966 91 97
32. K. Randerath, C.M. Janeway, M.L. Stephenson, and P.C. Zamecnik Isolation and characterization of dinucleoside tetra-and triphosphates formed in the presence of lysyl-sRNA synthetase Biochem. Biophys. Res. Commun. 24 1966 98 105
33. A. Brevet, J. Chen, F. Lévêque, P. Plateau, and S. Blanquet In vivo synthesis of adenylylated bis(5′-nucleosidyl) tetraphosphates (Ap4N) by E. coli aminoacyl-tRNA synthetases Proc. Natl. Acad. Sci. U. S. A. 86 1989 8275 8279 (Pubitemid 19286042)
34. O. Goerlich, R. Foeckler, and E. Holler Mechanism of synthesis of adenosine(5′)tetraphospho(5′)adenosine (AppppA) by aminoacyl-tRNA synthetases Eur. J. Biochem. 126 1982 135 142
35. P. Plateau, J.F. Mayaux, and S. Blanquet Zinc(II)-dependent synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate by E. coli and yeast phenylalanyl transfer ribonucleic acid synthetases Biochemistry 20 1981 4654 4662 (Pubitemid 12228128)
36. A. Brevet, P. Plateau, B. Cirakoglu, and P.J.P.S. Blanquet Zinc-dependent synthesis of 5′,5′-diadenosine tetraphosphate by sheep liver lysyl- and phenylalanyl-tRNA synthetases J. Biol. Chem. 257 1982 14613 14615
37. S. Blanquet, P. Plateau, and A. Brevet The role of zinc in 5′,5′-diadenosine tetraphosphate production by aminoacyl-transfer RNA synthetases Mol. Cell. Biochem. 52 1983 3 11 (Pubitemid 13065216)
38. S.Z. Wahab, and D.C.H. Yang Synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate by lysyl-tRNA synthetase and a multienzyme complex of aminoacyl-tRNA synthetases from rat liver J. Biol. Chem. 260 1985 5286 5289 (Pubitemid 15003267)
39. C.V. Dang, and J.A. Traugh Phosphorylation of threonyl- and seryl-tRNA synthetase by cAMP-dependent protein kinase. A possible role in the regulation of P1, P4-bis(5′-adenosyl)-tetraphosphate (Ap4A) synthesis J. Biol. Chem. 264 1989 5861 5865 (Pubitemid 19098054)
40. T.W. Traut Synthesis of hybrid bisnucleoside 5′,5'-P1, P4-tetraphosphates by aminoacyl-tRNA synthetases Mol. Cell. Biochem. 75 1987 15 21
41. J.J. Led, W.K. Switon, and K.F. Jensen Phosphorolytic activity of E. coli glycyl-tRNA synthetase towards its cognate aminoacyl adenylate detected by 31P-NMR spectroscopy and thin-layer chromatography Eur. J. Biochem. 136 1983 469 479
42. S.G. Park, P. Schimmel, and S. Kim Aminoacyl tRNA synthetases and their connections to disease Proc. Natl. Acad. Sci. U. S. A. 105 2008 11043 11049
43. S.Z. Wahab, and A. Yang Influence of supramolecular structure on the enzyme mechanisms of rat liver Lysyl-tRNA synthetase-catalyzed reactions J. Biol. Chem. 260 1985 12735 12739
44. H. Belrhali, A. Yaremchuk, M. Tukalo, C. Berhet-Colominas, B. Rasmussen, P. Boseche, O. Diat, and S. Cusack The structural basis for seryl-adenylate and Ap4A synthesis by seryl-tRNA synthetase Structure 3 1995 341 352
45. R. Guo, Y.E. Chong, M. Guo, and X. Yang Crystal structures and biochemical analyses suggest a unique mechanism and role for human glycyl-tRNA synthetase in Ap4A homeostasis J. Biol. Chem. 284 2009 28968 28976
46. R.H. Hilderman Characterization of a homogeneous complex of arginyl- and lysyl-tRNA synthetase: zinc and adenosine 5′-phosphate dependent synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate Biochemistry 22 1983 4353 4357
47. P. Plateau, and S. Blanquet Zinc-dependent synthesis of various dinucleoside 5′, 5'-P1, P3-Tri- or 5′,5'-P1,-tetraphosphates by Escherichia coli lysyl-tRNA synthetase Biochemistry 21 1982 5273 5279 (Pubitemid 13214762)
48. A. Guranowski, M.A.G. Sillero, and A. Sillero Firefly luciferase synthesizes P1, P4-Bis(5′-adenosyl)tetraphosphate (Ap4A) and other dinucleoside polyphosphates FEBS Lett. 271 1990 215 218 (Pubitemid 20336242)
49. A. Guranowski, M.A. Günther Sillero, and A. Sillero Adenosine 5′-tetraphosphate and adenosine 5′-pentaphosphate are synthesized by yeast acetyl coenzyme A synthetase J. Bacteriol. 176 1994 2986 2990 (Pubitemid 24152945)
50. R. Fontes, M.A. Sillero, and A. Sillero Acyl coenzyme A synthetase from Pseudomonas fragi catalyzes the synthesis of adenosine 5′-polyphosphates and dinucleoside polyphosphates J. Bacteriol. 180 1998 3152 3158 (Pubitemid 28285029)
51. 6A Biochimie 81 1999 229 233
52. O. Madrid, D. Martin, E.A. Atencia, A. Sillero, and M.A.G. Sillero T4 DNA ligase synthesizes dinucleoside polyphosphates FEBS Lett. 433 1998 283 286 (Pubitemid 128369979)
53. M.A. Sillero, D.A. de, V.M. del, E.A. Atencia, and A. Sillero Thermostable Pyrococcus furiosus DNA ligase catalyzes the synthesis of (di)nucleoside polyphosphates Extremophiles 6 2002 45 50 (Pubitemid 41490492)
54. E.A. Atencia, O. Madrid, M.A.G. Sillero, and A. Sillero T4 RNA ligase catalyzes the synthesis of dinucleoside polyphosphates Eur. J. Biochem. 261 1999 802 811 (Pubitemid 29226079)
55. M.A. Sillero, A. de Diego, E. Silles, and A. Sillero Synthesis of (di)nucleoside polyphosphates by the ubiquitin activating enzyme E1 FEBS Lett. 579 2005 6223 6229 (Pubitemid 41546272)
56. R. Dieckmann, M. Pavela-Vancric, and H. Dohren Synthesis of (di)adenosine polyphosphates by non-ribosomal peptide synthetases (NRPS) Biochim. Biophys. Acta 1546 2001 234 241 (Pubitemid 32217820)
57. A.L. Sikora, S.M. Cahill, and J.S. Blanchard Enterobactin synthetase-catalysed formation of P1, P3-diadenosine-5′-tetraphosphate Biochemistry 48 2009 10827 10829
58. A. Guranowski, O. Miersch, P.E. Staswick, W. Suza, and C. Wasternack Substrate specificty and products of side-reactions catalyzed by jasmonate:amino acid synthetase (JAR1) FEBS Lett. 581 2007 815 820 (Pubitemid 46282709)
59. M. Pietrowska-Borek, H. Stuible, E. Kombrink, and A. Guranowski 4-coumarate:coenzyme A ligase has the catalytic capacity to synthetize and reuse various (Di)adenosisne polyphosphates Plant Physiol. 131 2003 1401 1410 (Pubitemid 36400370)
60. P.C. Babbitt, G.L. Kenyon, B.M. Martin, H. Charest, M. Slyvestre, J.D. Scholten, K. Chang, P. Liang, and D. Dunaway-Mariano Ancestry of the 4-chlorobenzoate dehalogenase: analysis of amino acid sequence identities among families of acyl:adenyl ligases, enoyl-CoA hydratases/isomerases, and acyl-CoA thiosterases Biochemistry 31 1992 5594 5604
61. J. Bar-Tana, G. Rose, and B. Shapiro Microsomal palmitoyl coenzyme A synthetase from rat liver. Partial and exchange reactions Biochem. J. 129 1972 1101 11107
62. L.L. Kisselev, and O.O. Favorova Aminoacyl-tRNA synthetases: some recent results and achievements Adv. Enzymol. 40 1974 141 255
63. B. Ortiz, A. Sillero, and M.A.G. Sillero Specific synthesis of adenosine(5′)tetraphospho(5′)nucleoside and adenosine(5′) oligophospho(5′)adenosine (n greater than 4) catalyzed by firefly luciferase Eur. J. Biochem. 215 1993 263 270 (Pubitemid 23064625)
64. K. Huang, and P.A. Frey Engineering human FHIT, a diadenosine triphosphate hydrolase, into an efficient dinucleoside polyphosphate synthase J. Am. Chem. Soc. 126 2004 9548 9549 (Pubitemid 39031035)
65. A. Guranowski, A. de Diego, A. Sillero, and M.A.G. Sillero Uridine 5 ′-polyphosphates (p(4)U and p(5)U) and uridine(5 ′)polyphospho(5 ′)nucleosides (Up(n)Ns) can be synthesized by UTP:glucose-1-phosphate uridylyltransferase from Saccharomyces cerevisiae FEBS Lett. 561 2004 83 88 (Pubitemid 38317300)
66. A.H. Warner, P.C. Beers, and F.L. Huang Biosynthesis of the diguanosine nucleotides. I. Purification and properties of an enzyme from yolk platelets of brine shrimp embryos Can. J. Biochem. 52 1974 231 240
67. J.J. Liu, and A.G. McLennan Purification and properties of GTP:GTP guanylyltransferase from embryos of the brine shrimp Artemia J. Biol. Chem. 269 1994 11787 11794 (Pubitemid 24196662)
68. J.L. Cartwright, and A.G. McLennan Formation of a covalent Nε2-guanylylhistidyl reaction intermediate by the GTP:GTP guanylyltransferase from the brine shrimp artemia Arch. Biochem. Biophys. 361 1999 101 105 (Pubitemid 29393719)
69. R.E. Smith, and Y. Furuichi A unique class of compound, guanosine-nucleoside tetraphosphate G(5′)pppp(5′)N, synthesized during the in vitro transcription of cytoplasmic polyhedrosis virus of Bombyx mori. Structural determination and mechanism of formation J. Biol. Chem. 257 1982 485 494
70. D. Wang, and A.J. Shatkin Synthesis of Gp4N and Gp3N compounds by guanylyltransferase purified from yeast Nucleic Acids Res. 12 1984 2303 2315
71. P.R. Meyer, S.E. Matsuura, A.G. So, and W.A. Scott Unblocking of chain-terminated primer by HIV-1 reverse transcriptase through a nucleotide-dependent mechanism Proc. Natl. Acad. Sci. U. S. A. 95 1998 13471 13476 (Pubitemid 28522996)
72. P.R. Meyer, S.E. Matsuura, A.M. Mian, A.G. So, and W.A. Scott A mechanism of AZT resistance: an increase in nucleotide-dependent primer unblocking by mutant HIV-1 reverse transcriptase Mol. Cell 4 1999 35 43 (Pubitemid 29386129)
73. A. Brevet, H. Coste, M. Fromant, P. Plateau, and S. Blanquet Yeast diadenosine 5′,5'-P1, P4-tetraphosphate α, β-phosphorylase behaves as a dinucleoside tetraphosphate synthetase Biochemistry 26 1987 4763 4768
74. A. Guranowski, and S. Blanquet Phosphorolytic cleavage of diadenosine 5′,5'-P1, P4-tetraphosphate J. Biol. Chem. 260 1985 3542 3547
75. A. Guranowski, G. Just, E. Holler, and H. Jakubowski Synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate (AppppA) from adenosine 5′-phosphosulfate and adenosine 5′-triphosphate catalyzed by yeast AppppA phosphorylase Biochemistry 27 1988 2959 2964
76. A.G. McLennan, E. Mayers, S. Hankin, N.M. Thorne, M. Prescott, and R. Powls The green alga Scenedesmus obliquus contains both diadenosine 5′,5'-P1, P4-tetraphosphate (asymmetrical) pyrophosphohydrolase and phosphorylase activities Biochem. J. 300 1994 183 189 (Pubitemid 24151035)
77. A.H. Warner, and F.L. Huang Biosynthesis of the diguanosine nucleotides. II. Mechanism of action of GTP:GTP guanylyltransferase on nucleotide metabolism in brine shrimp embryos Can. J. Biochem. 52 1974 241 251
78. A. Guranowski, E. Starynska, and C. Wasternack Specific phosphorylase from Euglena gracilis splits diadenosine 5′,5'-P(1),P(4)-tetraphosphate (Ap(4)A) and diadenosine 5′,5'-P(1),P(3)-triphosphate (Ap(3)A) Int. J. Biochem. 20 1988 449 455
79. A.G. McLennan, E. Mayers, and D.G. Adams Anabaena flos-aquae and other cyanobacteria possess diadenosine 5′,5'-P1, P4-tetraphosphate (Ap4A) phosphorylase activity Biochem. J. 320 Pt 3 1996 795 800
80. J.W. Booth, and G. Guidotti An alleged yeast polyphosphate kinase is actually diadenosine-5′, 5'-P1, P4-tetraphosphate alpha, beta-phosphorylase J. Biol. Chem. 270 1995 19377 19382
81. 4A catalyzed by firefly luciferase FEBS Lett. 438 1998 190 194 (Pubitemid 28529271)
82. D.K. Simanshu, H.S. Savithri, and M.R.N. Murthy Crystal structures of Salmonella typhimurium propionate kinase and its complex with Ap4A: evidence for a novel Ap4A synthetic activity Proteins 70 2008 1379 1388 (Pubitemid 351304097)
83. V.V. Kupriyanov, J.A. Ferretti, and R.S. Balaban Muscle adenylate kinase catalyzes adenosine 5′-tetraphosphate synthesis from ATP and ADP Biochim. Biophys. Acta 869 1986 107 111 (Pubitemid 16176091)
84. A. Bouhss, S. Dementin, J. van Heijenoort, P. C., and D. Blanot Formation of adenosine 5′-tetraphosphate from the acyl phosphate intermediate: a difference between the MurC and MurD synthetases of E. coli FEBS Lett. 453 1999 15 19 (Pubitemid 29335464)
85. G. Luo, and J.S. Nishimura Adenosine 5′-tetraphosphate is synthesized by the histidine a142- asparagine mutant of Escherichia coli succinyl-CoA synthetase J. Biol. Chem. 267 1992 9516 9520
86. M. García-Diaz, J. Canales, M.A. Günther Sillero, A. Sillero, and J.C. Cameselle Phosphoghlycerate kinase from yeast synthesizes guanosine 5′-tetraphosphate Biochem. Int. 19 1989 1253 1264 (Pubitemid 20031447)
87. M.A.G. Sillero, A. Guranowski, and A. Sillero Synthesis of dinucleoside polyphosphates catalyzed by firefly luciferase Eur. J. Biochem. 202 1991 507 513
88. M.A. Sillero, d.D. Diego, E. Silles, F. Pérez-Zúñiga, and A. Sillero Synthesis of biphophonate derivatives of ATP by T4 RNA ligase FEBS Lett. 580 2006 5723 5727 (Pubitemid 44498672)
89. T. Merkulova, G. Kovaleva, and L. Kisselev P1, P3-bis(5′-adenosyl) triphosphate (Ap3A) as a substrate and a product of mammalian tryptophanyl-tRNA synthetase FEBS Lett. 350 1994 287 290
90. A. Vartanian, A. Narovlyansky, A. Amchenkova, K. Turpaev, and L. Kisselev Interferons induce accumulation of diadenosine triphosphate (Ap3A) in human cultured cells FEBS Lett. 381 1996 32 34 (Pubitemid 26070419)
91. A. Vartanian, I. Prudovsky, H. Susuki, I. Dalpra, and L. Kisselev Opposite effects of cell differentiation and apoptsis on Ap3A/Ap4A ration in human cell cultures FEBS Lett. 415 1997 160 162 (Pubitemid 27430059)
92. A.G. McLennan, E. Mayers, I. Walker-Smith, and H. Chen Lanterns of the firefly Photinus pyralis contain abundant diadenosine 5′,5'-P1, P4-tetraphosphate pyrophosphohydrolase activity J. Biol. Chem. 270 1995 3706 3709
93. G.A. Murphy, and A.G. McLennan Synthesis of dinucleoside tetraphosphates in transfected cells by a firefly luciferase reporter gene Cell. Mol. Life Sci. 61 2004 497 501 (Pubitemid 38316584)
94. P. Plateau, M. Fromant, J.M. Schmitter, and S. Blanquet Catabolism of bis(5′-nucleosidyl) tetraphosphates in Saccharomyces cerevisiae J. Bacteriol. 172 1990 6892 6899
95. D.M. Avila, A.K. Robinson, V. Kaushal, and L.D. Barnes A paradoxical increase of a metabolite upon increased expression of its catabolic enzyme: the case of diadenosine tetraphosphate (Ap4A) and Ap4A phosphorylase I in Saccharomyces cerevisiae J. Bacteriol. 173 1991 7875 7880
96. V. Kaushal, D.M. Avila, S.C. Hardies, and L.D. Barnes Sequencing and enhanced expression of the gene encoding diadenosine 5′,5'-P1, P4-tetraphosphate (Ap4A) phosphorylase in Saccharomyces cerevisiae Gene 95 1990 79 84
97. F. Martín, J. Pintor, J.M. Rovira, C. Ripoll, M.T. Miras-Portugal, and B. Soria Intracellular diadenosine polyphosphates: a novel second messenger in stimulus-secretion coupling FASEB J. 12 1998 1499 1505
98. P. Courtois, K. Louchami, A. Laghmich, S. Picton, H. Jijakli, A. Sener, and W.J. Malaisse Possible role of diadenosine polyphosphates in glucose-stimulated insulin release: effects of NaF upon metabolic and functional variables in rat isolated islets Int. J. Mol. Med. 5 2000 493 503
99. O. Goerlich, and E. Holler Phenylalanyl-tRNA synthetase of E. coli K10. Effects of zinc(II) on partial reactions of diadenosine 5′,5'-P1, P4-tetraphosphate synthesis, conformation, and protein aggregation Biochemistry 23 1984 182 190
100. W. Maret, and A. Krezel Cellular zinc and redox buffering capacity of metallothionein/thionein in health and disease Mol. Med. 13 2007 371 375 (Pubitemid 47378138)
101. J.F. Mayaux, and S. Blanquet Binding of zinc to Escherichia coli phenylalanyl transfer ribonucleic acid synthetase. Comparison with other aminoacyl transfer ribonucleic acid synthetases Biochemistry 20 1981 4647 4654 (Pubitemid 12228127)
102. J.A. Tanner, M. Wright, E.M. Christie, M.K. Preuss, and A.D. Miller Investigation into the interactions between diadenosine 5′.5'-P1, P4-tetraphosphate and two proteins: molecular chaperone GroEL and cAMP receptor protein Biochemistry 45 2006 3095 3106 (Pubitemid 43334558)
103. M. Wszelaka-Rylik, A. Witkiewicz-Kucharczyk, J. Wójcik, and W. Bal Ap4A is not an efficient Zn(II) binding agent. A concerted potentiometric, calorimetric and NMR study J. Inorg. Biochem. 101 2007 758 763 (Pubitemid 46528997)
104. N.H. Kolodny, E. Kisteneff, C. Redfield, and E. Rapaport Ap4A and Ap5A prefer folded unstacked conformations at pH 4-5, in sharp contrast with Ap2A and Ap3A FEBS Lett. 107 1979 121 124
105. N. Stern, D.T. Major, H.E. Gottlieb, D. Weizman, and B. Fischer What is the conformation of physiologically-active dinucleoside polyphosphates in solution? Conformational analysis of free dinucleoside polyphosphates by NMR and molecular dynamics simulations Org. Biomol. Chem. 8 2010 4637 4652
106. H. Fraga, J. da Silva, and R. Fontes pH opposite effects on synthesis of dinucleoside polyphosphates and on oxidation reactions catalyzed by firefly luciferase FEBS Lett. 543 2003 37 41 (Pubitemid 36577223)
107. H. Fraga Firefly luminescence: a historical perspective and recent developments Photochem. Photobiol. Sci. 7 2008 146 158 (Pubitemid 351248642)
108. Y. Lee, H. Nechushtan, N. Figov, and E. Razin The function of lysyl-tRNA synthetase and Ap4A as signaling regulators of MITF activity in FcepsilonRI-activated mast cells Immunity 20 2004 145 151 (Pubitemid 38258391)
109. Y. Lee, and E. Razin Nonconventional involvement of LysRS in the molecular mechanism of USF2 transcriptional activity in FcepsilonRI-activated mast cells Mol. Cell. Biol. 25 2005 8904 8912 (Pubitemid 41429081)
110. J. Lüthje, and A. Ogilvie The presence of diadenosine 5′,5'-P1, P3-triphosphate (Ap3A) in human platelets Biochem. Biophys. Res. Commun. 115 1983 253 260 (Pubitemid 13009914)
111. P.R. Meyer, S.E. Matsuura, D. Zonarich, R.R. Chopra, E. Pendarvis, H.Z. Bazmi, J.W. Mellors, and W.A. Scott Relationship between 3′-azido- 3′-deoxythymidine resistance and primer unblocking activity in foscarnet-resistant mutants of human immunodeficiency virus type a reverse transcriptase J. Virol. 77 2003 6127 6137 (Pubitemid 36588384)
112. O. Khersonsky, and D.S. Tawfik Enzyme promiscuity: a mechanistic and evolutionary perspective Annu. Rev. Biochem. 79 2010 471 505
113. A. Aharoni, L. Gaidukov, O. Khersonsky, S. McQ Gould, C. Roodveldt, and D.S. Tawfik The "evolvability" of promiscuous protein functions Nat. Genet. 37 2005 73 76
114. N. Yannay-Cohen, I. Carmi-Levy, G. Kay, C.M. Yang, J.M. Han, D.M. Kemeny, S. Kim, H. Nechushtan, and E. Razin LysRS serves as a key signaling molecule in the immune response by regulating gene expression Mol. Cell 34 2009 603 611
115. A.I. Biryukov, Y.N. Zhukov, O.I. Lavrik, and R.M. Khomutov Influence of the aminoacyl-tRNA synthetase inhibitors and the diadenosine-5′- tetraphosphate phosphonat analogues on the catalysis of diadenosyl oligophosphates formation FEBS Lett. 273 1990 208 210 (Pubitemid 20362468)
116. J. Charlier, and R. Sanchez Lysyl-tRNA synthetase from Escherichia coli K12. Chromatographic heterogeneity and the lysU-gene product Biochem. J. 248 1987 43 51
117. D. Lazewska, and A. Guranowski P alpha-chiral phosphorothioate analogues of bis(5′-adenosyl)tetraphosphate (Ap4A); their enzymatic synthesis and degradation Nucleic Acid Res. 18 1990 6083 6088
118. M. Theoclitou, T.S.H. El-Thaher, and A.D. Miller Enzymatic synthesis of diadenosine 5′, 5'- PI, P-tetraphosphate (Apa) analogues by stress protein Lysu J. Chem. Soc. Chem. Commun. 1994 659 661 (Pubitemid 24088719)
119. A. Brevet, J. Chen, F. Lévêque, S. Blanquet, and P. Plateau Comparison of the enzymatic properties of the two Escherichia coli Lysyl-tRNA synthetase species J. Biol. Chem. 270 1995 14439 14444
120. M. Wright, N. Boonyalai, J.A. Tanner, A.D. Hindley, and A.D. Miller The duality of LysU, a catalyst for both Ap4A and Ap3A formation FEBS J. 273 2006 3534 3544 (Pubitemid 44086953)
121. S.P. Harnett, G. Lowe, and G. Tansley Mechanism of activation of phenylalanine and synthesis of P1, P4-bis(5′-adenosyl) tetraphosphate by yeast phenylalanyl-tRNA synthetase Biochemistry 24 1985 2908 2915 (Pubitemid 15004437)
122. H. Jakubowski Synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate and related compounds by plant (Lupinus luteus) seryl-tRNA and phenylalanyl-tRNA synthetase Acta Biochim. Pol. 30 1983 51 69
123. R. Rauhut, H. Gabius, R. Engelhardt, and F. Cramer Archaebacterial phenylalanyl-tRNA synthetase J. Biol. Chem. 260 1985 182 187
124. R. Krauspe, B. Parthier, and C. Wasternack Synthesis of diadenosine 5′,5'-P1, P4-tetraphosphate by organellar and cytoplasmatic phenylalanyl-tRNA synthetases of Euglena gracilis FEBS Lett. 235 1988 275 277
125. S. Kitabatake, M. Dombou, I. Tomioka, and H. Nakajima Synthesis of P1, P4-di(adenosine 5′-) tetraphosphate by leucyl-tRNA synthetase, coupled with ATP regeneration Biochem. Biophys. Res. Commun. 146 1987 173 178
126. R. Fontes, A. Dukhovich, A. Sillero, and M.A. Sillero Synthesis of dehydroluciferin by firefly luciferase: effect of dehydroluciferin, coenzyme A and nucleoside triphosphates on the luminescent reaction Biochem. Biophys. Res. Commun. 237 1997 445 450 (Pubitemid 27406050)
127. M.A. Sillero, O. Madrid, E. Zaera, and A. Sillero 2′,3′- Dideoxynucleoside triphosphates (ddNTP) and di-2′,3′- dideoxynucleoside tetraphosphates (ddNp4ddN) behave differently to the corresponding NTP and Np4N counterparts as substrates of firefly luciferase, dinucleoside tetraphosphatase and phosphodiesterases Biochim. Biophys. Acta 1334 1997 191 199 (Pubitemid 27117521)
128. S. Garrido, E. Zaera, A. Torrecilla, A. Sillero, and M.A.G. Sillero Labeled adenosine(5′)tetraphospho(5′)adenosine (Ap(4)a) and adenosine(5′)tetraphospho(5′)nucleoside (Ap(4)N) - synthesis with firefly luciferase J. Biochem. Biophys. Methods 30 1995 191 198
129. M.A. Sillero, A. de Diego, J.E.F. Tavares, C. Silva, J. Pérés-Zúñiga, and A. Sillero Synthesis of ATP derivatives of compounds of the mevalonate pathway (isopentenyl di- and triphosphate; geranyl di- and triphosphate, farnesyl di- and triphosphate, and dimethylallyl diphosphate) catalyzed by T4 RNA ligase, T4 DNA ligase and other ligases potential relationship with the effect of bisphosphonates on osteoclasts Biochem. Pharmacol. 78 2009 335 343
130. 4A) by firefly luciferase J. Photochem. Photobiol. 29 1995 33 36
131. R. Fontes, D. Fernandes, F. Peralta, H. Fraga, I. Maio, and J.C. Esteves da Silva Pyrophosphate and tripolyphosphate affect firefly luciferase luminescence because they act as substrates and not as allosteric effectors FEBS J. 257 2008 1500 1509 (Pubitemid 351388796)
132. M.A. Sillero, A. de Diego, F. Pérez-Zúñiga, and A. Sillero Synthesis of biphosphonate derivatives of ATP by T4 DNA ligase, ubiquitin activating enzyme (E1) and other ligases Biochem. Pharmacol. 75 2008 1959 1965
133. E.A. Atencia, M. Montes, M.A. Sillero, and A. Sillero Several dinucleoside polyphosphates are acceptor substrates in the T4 RNA ligase catalyzed reaction Eur. J. Biochem. 267 2000 1707 1714 (Pubitemid 30165524)