The Immunosuppressive Agent Mizoribine Monophosphate Is an Inhibitor of the Human RNA Capping Enzyme

PLoS ONE

Volumn 8, Issue 1, 2013, Pages

  Picard Jean, Frédéric ^a   Bougie, Isabelle ^a   Shuto, Satoshi ^b   Bisaillon, Martin ^a  

^a UNIVERSITY OF SHERBROOKE   (Canada)

^b HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ENZYME; ENZYME INHIBITOR; IMMUNOSUPPRESSIVE AGENT; INOSINATE DEHYDROGENASE; MESSENGER RNA; MIZORIBINE MONOPHOSPHATE; PHOSPHATASE; RNA 5' TRIPHOSPHATASE; RNA CAPPING ENZYME; RNA GUANYLYLTRANSFERASE; TRANSFERASE; UNCLASSIFIED DRUG;

5' UNTRANSLATED REGION; ALLOSTERISM; ARTICLE; CELL NUCLEUS; CONTROLLED STUDY; CYTOPLASM; ENZYME ACTIVITY; ENZYME INHIBITION; EUKARYOTE; HUMAN; HUMAN CELL; IN VITRO STUDY; INTRON; PROTEIN RNA BINDING; PROTEIN TARGETING; RNA CAPPING; RNA SPLICING; RNA STABILITY; RNA STRUCTURE; RNA TRANSLATION; RNA TRANSPORT;

ACID ANHYDRIDE HYDROLASES; B-LYMPHOCYTES; CATALYSIS; GUANINE NUCLEOTIDES; HEK293 CELLS; HUMANS; IMMUNOSUPPRESSIVE AGENTS; KINETICS; NUCLEOTIDYLTRANSFERASES; RIBONUCLEOSIDES; RNA CAPS; RNA, MESSENGER; T-LYMPHOCYTES;

EUKARYOTA;

EID: 84872508585     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0054621     Document Type: Article

References (41)

1. Furuichi Y, Shatkin AJ, (2000) Viral and cellular mRNA capping: past and prospects. Adv Virus Res 55: 135-184.
2. Shuman S, (2001) Structure, mechanism, and evolution of the mRNA capping apparatus. Prog Nucleic Acid Res Mol Biol 66: 1-40.
3. Mizumoto K, Kaziro Y, (1987) Messenger RNA capping enzymes from eukaryotic cells. Prog Nucleic Acid Res Mol Biol 34: 1-28.
4. Mao X, Schwer B, Shuman S, (1996) Mutational analysis of the Saccharomyces cerevisiae ABD1 gene: cap methyltransferase activity is essential for cell growth. Mol Cell Biol 16: 475-480.
5. Tsukamoto T, Shibagaki Y, Imajoh-Ohmi S, Murakoshi T, Suzuki M, et al. (1997) Isolation and characterization of the yeast mRNA capping enzyme beta subunit gene encoding RNA 5′-triphosphatase, which is essential for cell viability. Biochem Biophys Res Commun 239: 116-122.
6. Shibagaki Y, Itoh N, Yamada H, Nagata S, Mizumoto K, (1992) mRNA capping enzyme. Isolation and characterization of the gene encoding mRNA guanylytransferase subunit from Saccharomyces cerevisiae. J Biol Chem 267: 9521-9528.
7. Komarnitsky P, Cho EJ, Buratowski S, (2000) Different phosphorylated forms of RNA polymerase II and associated mRNA processing factors during transcription. Genes Dev 14: 2452-2460.
8. Rasmussen EB, Lis JT, (1993) In vivo transcriptional pausing and cap formation on three Drosophila heat shock genes. Proc Natl Acad Sci U S A 90: 7923-7927.
9. Jiao X, Xiang S, Oh C, Martin CE, Tong L, et al. (2010) Identification of a quality-control mechanism for mRNA 5′-end capping. Nature 467: 608-611.
10. Kim HJ, Jeong SH, Heo JH, Jeong SJ, Kim ST, et al. (2004) mRNA capping enzyme activity is coupled to an early transcription elongation. Mol Cell Biol 24: 6184-6193.
11. Jimeno-Gonzalez S, Haaning LL, Malagon F, Jensen TH, (2010) The yeast 5′-3′ exonuclease Rat1p functions during transcription elongation by RNA polymerase II. Mol Cell 37: 580-587.
12. Marcotrigiano J, Gingras AC, Sonenberg N, Burley SK, (1997) Cocrystal structure of the messenger RNA 5′ cap-binding protein (eIF4E) bound to 7-methyl-GDP. Cell 89: 951-961.
13. Parker R, Song H, (2004) The enzymes and control of eukaryotic mRNA turnover. Nat Struct Mol Biol 11: 121-127.
14. Mason PB, Struhl K, (2005) Distinction and relationship between elongation rate and processivity of RNA polymerase II in vivo. Mol Cell 17: 831-840.
15. Ho CK, Schwer B, Shuman S, (1998) Genetic, physical, and functional interactions between the triphosphatase and guanylyltransferase components of the yeast mRNA capping apparatus. Mol Cell Biol 18: 5189-5198.
16. Shuman S, (1995) Capping enzyme in eukaryotic mRNA synthesis. Prog Nucleic Acid Res Mol Biol 50: 101-129.
17. Doherty AJ, Hakansson K, Ho CK, Shuman S, Wigley DB, (1997) Crystallization of the RNA guanylyltransferase of Chlorella virus PBCV-1. Acta Crystallogr D Biol Crystallogr 53: 482-484.
18. Hakansson K, Doherty AJ, Shuman S, Wigley DB, (1997) X-Ray Crystallography Reveals a Large Conformational Change during Guanyl Transfer by mRNA Capping Enzymes. Cell 89: 545-553.
19. Souliere MF, Perreault JP, Bisaillon M, (2008) Kinetic and thermodynamic characterization of the RNA guanylyltransferase reaction. Biochemistry 47: 3863-3874.
20. Bougie I, Bisaillon M, (2004) The broad spectrum antiviral nucleoside ribavirin as a substrate for a viral RNA capping enzyme. J Biol Chem 279: 22124-22130.
21. Yan Y, Svitkin Y, Lee JM, Bisaillon M, Pelletier J, (2005) Ribavirin is not a functional mimic of the 7-methyl guanosine mRNA cap. RNA 11: 1238-1244.
22. Graci JD, Cameron CE, (2006) Mechanisms of action of ribavirin against distinct viruses. Rev Med Virol 16: 37-48.
23. Weber G, Prajda N, Jackson RC, (1976) Key enzymes of IMP metabolism: transformation and proliferation-linked alterations in gene expression. Adv Enzyme Regul 14: 3-24.
24. Hager PW, Collart FR, Huberman E, Mitchell BS, (1995) Recombinant human inosine monophosphate dehydrogenase type I and type II proteins. Purification and characterization of inhibitor binding. Biochem Pharmacol 49: 1323-1329.
25. Gan L, Seyedsayamdost MR, Shuto S, Matsuda A, Petsko GA, et al. (2003) The Immunosuppressive Agent Mizoribine Monophosphate Forms a Transition State Analogue Complex with Inosine Monophosphate Dehydrogenase'Ć. Biochemistry 42: 857-863.
26. Mizuno K, Tsujino M, Takada M, Hayashi M, Atsumi K, (1974) Studies on bredinin. I. Isolation, characterization and biological properties. J Antibiot (Tokyo) 27: 775-782.
27. Koyama H, Tsuji M, (1983) Genetic and biochemical studies on the activation and cytotoxic mechanism of bredinin, a potent inhibitor of purine biosynthesis in mammalian cells. Biochem Pharmacol 32: 3547-3553.
28. Yokota S, (2002) Mizoribine: mode of action and effects in clinical use. Pediatr Int 44: 196-198.
29. Yoshioka K, Ohashi Y, Sakai T, Ito H, Yoshikawa N, et al. (2000) A multicenter trial of mizoribine compared with placebo in children with frequently relapsing nephrotic syndrome. Kidney Int 58: 317-324.
30. Wen Y, Yue Z, Shatkin AJ, (1998) Mammalian capping enzyme binds RNA and uses protein tyrosine phosphatase mechanism. Proceedings of the National Academy of Sciences 95: 12226-12231.
31. Schwanhausser B, Busse D, Li N, Dittmar G, Schuchhardt J, et al. (2011) Global quantification of mammalian gene expression control. Nature 473: 337-342.
32. Issur M, Picard-Jean F, Bisaillon M, (2011) The RNA capping machinery as an anti-infective target. Wiley Interdisciplinary Reviews: RNA 2: 184-192.
33. Xiang S, Cooper-Morgan A, Jiao X, Kiledjian M, Manley JL, et al. (2009) Structure and function of the 5′->3′ exoribonuclease Rat1 and its activating partner Rai1. Nature 458: 784-788.
34. Saijo M, Morikawa S, Fukushi S, Mizutani T, Hasegawa H, et al. (2005) Inhibitory effect of mizoribine and ribavirin on the replication of severe acute respiratory syndrome (SARS)-associated coronavirus. Antiviral Res 66: 159-163.
35. Zhong B, Tajima M, Takahara H, Nochi H, Tamoto K, et al. (2005) Inhibitory effect of mizoribine on matrix metalloproteinase-1 production in synovial fibroblasts and THP-1 macrophages. Mod Rheumatol 15: 264-268.
36. Ishida K, Takaai M, Yotsutani A, Taguchi M, Hashimoto Y, (2009) Membrane transport mechanisms of mizoribine in the rat intestine and human epithelial LS180 cells. Biol Pharm Bull 32: 741-745.
37. Liu D, Kobayashi T, Nagasaka T, Yokoyama I, Ma Y, et al. (2005) Potential value of high-dose mizoribine as rescue therapy for ongoing acute humoral rejection. Transpl Int 18: 401-407.
38. Tsuzuki K, (2002) Role of mizoribine in renal transplantation. Pediatr Int 44: 224-231.
39. Veber DF, Johnson SR, Cheng HY, Smith BR, Ward KW, et al. (2002) Molecular properties that influence the oral bioavailability of drug candidates. J Med Chem 45: 2615-2623.
40. Seo KW, Lee HK, Choi SJN, So BJ, Kim SK, et al. (2005) Mizoribine-mediated apoptotic signaling pathway in human T-Cell line. Transplantation Proceedings 37: 155-158.
41. Li G, Segu VBG, Rabaglia ME, Luo R-H, Kowluru A, et al. (1998) Prolonged Depletion of Guanosine Triphosphate Induces Death of Insulin-Secreting Cells by Apoptosis. Endocrinology 139: 3752-3762.