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Bioorganic Chemistry of Biological Signal Transduction pp 131–167Cite as

Phosphatidylcholine-Preferring Phospholipase C from B. cereus. Function, Structure, and Mechanism

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Part of the Topics in Current Chemistry book series (TOPCURRCHEM,volume 211)

Abstract

The PLC class of enzymes has been studied extensively over the past 15–20 years because of their involvement in signaling pathways in which extracellular messages are delivered to the cell to induce a response. Of the PLC isoenzymes, the PI-PLCs have perhaps been examined in the greatest detail because of their key role in initiating cellular response by hydrolyzing the phosphodiester bond of phosphatidylinositols and their phosphorylated derivatives to release the second messengers IP3 and DAG. However, the extended release of DAG that is critical to maintaining the stimulatory response arises from hydrolysis of the more abundant phosphatidylcholine by PC-PLC or by PLD followed by phosphatidic acid phosphatase. Because no eukaryotic PC-PLC has been cloned or isolated in pure form, the phosphatidylcholine-preferring PLC from B. cereus (PLCBc) has emerged as a focal point for investigation and as a putative model for mammalian PC-PLCs. The similarity of the active site of PLCBc with other phosphoryl transfer enzymes has also served as a stimulus for mechanistic studies. The present account details recent studies of this important member of the PLC superfamily of enzymes.

Keywords

  • Phospholipase
  • Phospholipid
  • Mechanism
  • Structure

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7 References

  1. Liscovitch M (1992) TIBS 17:393

    CAS  Google Scholar 

  2. Asaoka Y, Nakamura S, Yoshida K, Nishizuka Y (1992) TIBS 17:414

    CAS  Google Scholar 

  3. Exton JH (1997) Eur J Biochem 243:10

    CAS  CrossRef  Google Scholar 

  4. Lambright D, Sondek J, Bohm A, Skiba N, Hamm H, Sigler P (1996) Nature 379:311

    CAS  CrossRef  Google Scholar 

  5. Lee S, Rhee S (1995) Curr Opin Cell Biol 7:183

    CAS  CrossRef  Google Scholar 

  6. Kishimoto A, Takai Y, Mori T, Kikkawa U, Nishizuka Y (1980) J Biol Chem 255:2273

    CAS  Google Scholar 

  7. Bell R (1986) Cell 45:631

    CAS  CrossRef  Google Scholar 

  8. Nishizuka Y (1989) Nature 334:661

    CrossRef  Google Scholar 

  9. Billah M, Anthes J (1990) Biochem J 269:281

    CAS  Google Scholar 

  10. Exton JH (1994) Biochim Biophys Acta 1212:26

    CAS  Google Scholar 

  11. Exton J (1998) Biochim Biophys Acta 1436:105

    CAS  Google Scholar 

  12. Bruzik KS, Tsai M-D (1994) Bioorg Med Chem 2:49

    CAS  CrossRef  Google Scholar 

  13. Gassler CS, Ryan M, Liu T, Oh G, Heinz DW (1997) Biochemistry 36:12,802

    CAS  CrossRef  Google Scholar 

  14. Hondal RJ, Zhao Z, Kravchuk AV, Liao H, Riddle SR, Yue X, Bruzik KS, Tsai M-D (1998) Biochemistry 37:4568

    CAS  CrossRef  Google Scholar 

  15. Heinz DW (1999) Angew Chem Int Ed 38:2348

    CAS  CrossRef  Google Scholar 

  16. Heinz DW, Ryan M, Smith MP, Weaver LH, Keana JF, Griffith OH (1996) Biochemistry 35:9496

    CAS  CrossRef  Google Scholar 

  17. Williams RL, Katan M (1996) Current Biol 4:1387

    CAS  Google Scholar 

  18. Grobler JA, Essen LO, Williams RL, Hurley JH (1996) Nat Struct Biol 3:788

    CAS  CrossRef  Google Scholar 

  19. Essen LO, Perisic O, Katan M, Wu Y, Roberts MF, Williams RL (1997) Biochemistry 36:1704

    CAS  CrossRef  Google Scholar 

  20. McGaughey C, Chu H (1948) J Gen Microbiol 2:334

    CAS  Google Scholar 

  21. Little C, Aurebekk B, Otnaess A-B (1975) FEBS Letters 52:175

    CAS  CrossRef  Google Scholar 

  22. Guddal PH, Johansen T, Schulstad K, Little C (1989) J Bacteriol 171:5702

    CAS  Google Scholar 

  23. Clark MA, Shorr RGL, Bomalaski JS (1986) Biochem Biophys Res Commun 140:114

    CAS  CrossRef  Google Scholar 

  24. van Dijk M, Muriana F, de Widt J, Hilkmann H, van Blitterswijk W (1997) J Biol Chem 272:11,011

    CrossRef  Google Scholar 

  25. Mulcahy L, Smithe M, Stacey D (1985) Nature 313:241

    CAS  CrossRef  Google Scholar 

  26. Garcia de Herreros A, Dominguez I, Diaz-Meco MT, Graziani G, Cornet ME, Guddal PH, Johansen T, Moscat J (1991) J Biol Chem 266:6825

    CAS  Google Scholar 

  27. Forsdahl K, Larsen T (1995) J Mol Cell Cardiol 27:893

    CAS  CrossRef  Google Scholar 

  28. Reynolds LJ, Washburn WN, Deems RA, Dennis EA (1991) Methods Enzymol 197:3

    CAS  CrossRef  Google Scholar 

  29. Kurioka S (1968) J Biochem 63:678

    CAS  Google Scholar 

  30. Kurioka S, Matsuda M (1976) Anal Biochem 75:281

    CAS  CrossRef  Google Scholar 

  31. Snyder WR (1987) Anal Biochem 164:199

    CAS  CrossRef  Google Scholar 

  32. Cox J, Snyder W, Horrocks L (1979) Chem Phys Lipids 25:369

    CAS  CrossRef  Google Scholar 

  33. Hergenrother PJ, Spaller MR, Haas MK, Martin SF (1995) Anal Biochem 229:313

    CAS  CrossRef  Google Scholar 

  34. Martin SF, Hergenrother PJ (1999) Biochemistry 38:4403

    CAS  CrossRef  Google Scholar 

  35. Martin SF, Spaller MR, Hergenrother PJ (1996) Biochemistry 35:12,970

    CAS  Google Scholar 

  36. Martin SF, Hergenrother PJ (1998) Biochemistry 37:5755

    CAS  CrossRef  Google Scholar 

  37. Hergenrother PJ, Martin SF (1997) Anal Biochem 251:45

    CAS  CrossRef  Google Scholar 

  38. Martin SF, Hergenrother PJ (1998) Bioorg Med Chem Lett 8:593

    CAS  CrossRef  Google Scholar 

  39. Bhamidipati SP, Hamilton JA (1993) J Biol Chem 268:2431

    CAS  Google Scholar 

  40. Tan CA, Roberts MF (1996) Biochim Biophys Acta 1298:58

    Google Scholar 

  41. Bartlett GR (1959) J Biol Chem 234:466

    CAS  Google Scholar 

  42. Snyder W (1987) Biochim Biophys Acta 920:155

    CAS  Google Scholar 

  43. El-Sayed MY, DeBose CD, Coury LA, Roberts MF (1985) Biochim Biophys Acta 837:325

    CAS  Google Scholar 

  44. Massing U, Eibl H (1994) Substrates for phospholipase C and sphingomyelinase from Bacillus cereus. In: Woolley P, Petersen SB (eds) Lipases. Their structure, biochemistry and application. Cambridge University Press, Cambridge, p 225

    Google Scholar 

  45. Hansen S, Hough E, Svensson LA, Wong Y-L, Martin SF (1993) J Mol Biol 234:179

    CAS  CrossRef  Google Scholar 

  46. Ries U, Fleer EAM, Unger C, Eibl H (1992) Biochim Biophys Acta 1125:166

    CAS  Google Scholar 

  47. Little C (1981) Acta Chem Scan Ser B 35:39

    CAS  CrossRef  Google Scholar 

  48. Little C (1977) Acta Chem Scand B31:267

    CAS  CrossRef  Google Scholar 

  49. El-Sayed MY, Roberts MF (1985) Biochim Biophys Acta 831:133

    CAS  Google Scholar 

  50. Gabriel NE, Agman NV, Roberts MF (1987) Biochemistry 26:7409

    CAS  CrossRef  Google Scholar 

  51. Lewis K, Bian J, Sweeney A, Roberts M (1990) Biochemistry 29:9962

    CAS  CrossRef  Google Scholar 

  52. Martin SF, Pitzer GE (2000) Biochim Biophys Acta 1464:104

    CAS  CrossRef  Google Scholar 

  53. Roberts MF, Otnaess A-B, Kensil CA, Dennis EA (1978) J Biol Chem 253:1252

    CAS  Google Scholar 

  54. Martin SF, Wong Y-L, Wagman AS (1994) J Org Chem 59:4821

    CAS  CrossRef  Google Scholar 

  55. Amtmann E (1996) Drugs Exp Clin Res 22:287

    CAS  Google Scholar 

  56. Muller-Decker K (1989) Biochem Biophys Res Commun 162:198

    CAS  CrossRef  Google Scholar 

  57. Kozawa O, Suzuki A, Kaida T, Tokuda H, Uematsu T (1997) J Biol Chem 272:25,099

    CAS  CrossRef  Google Scholar 

  58. Miao JY, Araki S, Hayashi H (1997) Endothelium 5:297

    CAS  CrossRef  Google Scholar 

  59. Li Y, Maher P, Schubert D (1998) Proc Natl Acad Sci USA 95:7748

    CAS  CrossRef  Google Scholar 

  60. Piettre SR, Ganzhorn A, Hoflack J, Islam K, Hornsperger J-M (1997) J Am Chem Soc 119: 3201

    CrossRef  CAS  Google Scholar 

  61. Martin SF, Follows BC, Hergenrother PJ, Franklin CL (2000) J Org Chem 65:4509

    CAS  CrossRef  Google Scholar 

  62. Hough E, Hansen LK, Birkness B, Jynge K, Hansen S, Hordvik A, Little C, Dodson E, Derewenda Z (1989) Nature 338:357

    CAS  CrossRef  Google Scholar 

  63. Wilcox D (1996) Chem Rev 96:2435

    CAS  CrossRef  Google Scholar 

  64. Hergenrother PJ (1999) PhD Dissertation. The University of Texas

    Google Scholar 

  65. Hansen S, Hansen LK, Hough E (1992) J Mol Biol 225:543

    CAS  CrossRef  Google Scholar 

  66. Hansen S, Hansen LK, Hough E (1993) J Mol Biol 231:870

    CAS  CrossRef  Google Scholar 

  67. Kim EE, Wyckoff HW (1991) J Mol Biol 218:449

    CAS  CrossRef  Google Scholar 

  68. Steinthorsdottir V, Fridriksdottir V, Gunnarsson E, Andresson O (1998) FEMS Microbiol Lett 158:17

    CAS  CrossRef  Google Scholar 

  69. Volbeda A, Lahm A, Sakiyama F, Suck D (1991) EMBO J 10:1607

    CAS  Google Scholar 

  70. Romier C, Dominguez R, Lahm A, Dahl O, Suck D (1998) Proteins Struct Func Gen 32:414

    CAS  CrossRef  Google Scholar 

  71. Dougherty DA (1996) Science 271:163

    CAS  CrossRef  Google Scholar 

  72. Burley SK, Petsko GA (1988) Adv Protein Chem 39:125

    CAS  CrossRef  Google Scholar 

  73. Ma JC, Dougherty DA (1997) Chem Rev 97:1303

    CAS  CrossRef  Google Scholar 

  74. Basran J, Mewies M, Mathews FS, Scrutton N (1997) Biochemistry 36:1989

    CAS  CrossRef  Google Scholar 

  75. Ting A, Shin I, Lucero C, Schultz PG (1998) J Am Chem Soc 120:7135

    CAS  CrossRef  Google Scholar 

  76. Wouters J (1998) Protein Sci 7:2472

    CAS  Google Scholar 

  77. Gallivan JP, Dougherty DA (1999) Sci Natl Acad Sci USA 96:9459

    CAS  CrossRef  Google Scholar 

  78. Martin SF, Follows BC, Hergenrother PJ, Trotter BK (2000) Biochemistry 39:3410

    CAS  CrossRef  Google Scholar 

  79. Klabunde T, Strater N, Frohlich R, Witzel H, Krebs B (1996) J Mol Biol 259:737

    CAS  CrossRef  Google Scholar 

  80. Beese LS, Steitz TA (1991) EMBO J 10:25

    CAS  Google Scholar 

  81. Pollack S, Atack J, Knowles M, McAllister G, Ragan C, Baker R, Fletcher S, Iversen L, Broughton H (1994) Sci Natl Acad Sci USA 91:5766

    CAS  CrossRef  Google Scholar 

  82. Kelly N, Giroux EL, Guqiang L, Kantrowitz ER (1996) Biochem Biophys Res Commun 219:848

    CrossRef  Google Scholar 

  83. Viadiu H, Aggarwal AK (1998) Nature Struct Biol 5:910

    CAS  CrossRef  Google Scholar 

  84. Strater N, Lipscomb WN (1995) Biochemistry 34:9200

    CAS  CrossRef  Google Scholar 

  85. Heikinheimo P, Pohjanjoki P, Helminen A, Tasanen M, Cooperman B, Goldman A, Baykov A, Lahti R (1996) Eur J Biochem 239:138

    CAS  CrossRef  Google Scholar 

  86. Strater N, Lipscomb WN, Klabunde T, Krebs B (1996) Angew. Chem Int Ed Engl 35:2024

    CrossRef  Google Scholar 

  87. Hough E, Hansen S (1994) Structural aspects of phospholipase C from Bacillus cereus and its reaction mechanism. In: Woolley P, Petersen SB (eds) Lipases. Their structure, biochemistry and application. University Press, Cambridge, Cambridge, p 95

    Google Scholar 

  88. Mildvan AS (1981) Phil Trans R Soc Lond B 293:65

    CAS  CrossRef  Google Scholar 

  89. Knowles JR (1991) Nature 350:121

    CAS  CrossRef  Google Scholar 

  90. Vazeux G, Wang J, Corvol P, Llorens-Cortes C (1996) J Biol Chem 271:9069

    CAS  CrossRef  Google Scholar 

  91. Ma L, Kantrowitz ER (1996) Biochemistry 35:2394

    CAS  CrossRef  Google Scholar 

  92. Kiefer L, Fierke C (1994) Biochemistry 33:15,233

    CAS  Google Scholar 

  93. Byberg JR, Jørgensen FS, Hansen S, Hough E (1992) Proteins Struct Func Gen 12:331

    CAS  CrossRef  Google Scholar 

  94. Tan CA, Roberts MF (1998) Biochemistry 37:4275

    CAS  CrossRef  Google Scholar 

  95. da Graca Thrige D, Buur JR, Jorgensen FS (1997) Biopolymers 42:319

    CrossRef  Google Scholar 

  96. Ikeda K, Inoue S, Amasaki C, Teshima K, Ikezawa H (1991) J Biochem 110:88

    CAS  Google Scholar 

  97. Inoue M, Yamada H, Yasukochi T, Kuroki R, Miki T, Horiuchi T, Imoto T (1992) Biochemistry 31:5545

    CAS  CrossRef  Google Scholar 

  98. Bartik K, Redfield C, Dobson CM (1994) Biophys J 66:1180

    CAS  CrossRef  Google Scholar 

  99. McIntosh LP, Hand G, Johnson PE, Joshi MD, Korner M, Plesniak LA, Ziser L, Wakarchuk WW, Withers SG (1996) Biochemistry 35:9958

    CAS  CrossRef  Google Scholar 

  100. Sancho J, Serrano L, Fersht AR (1992) Biochemistry 31:2253

    CAS  CrossRef  Google Scholar 

  101. Joshi HW, Meier MS (1996) J Am Chem Soc 118:12,038

    CAS  CrossRef  Google Scholar 

  102. Sundell S, Hansen S, Hough E (1994) Protein Eng 7:571

    CAS  CrossRef  Google Scholar 

  103. Lipscomb W, Strater N (1996) Chem Rev 96:2375

    CAS  CrossRef  Google Scholar 

  104. Cha J, Pedersen M, Auld D (1996) Biochemistry 35:15,831

    CAS  CrossRef  Google Scholar 

  105. Christianson D (1991) Structural biology of zinc. In: Anfinsen C, Richards F, Edsall J, Eisenberg D (eds) Advances in protein chemistry. Metalloproteins: structural aspects. vol 42. Academic Press, p 281

    Google Scholar 

  106. Mildvan AS (1997) Proteins: Struct Func Gen 29:401

    CAS  CrossRef  Google Scholar 

  107. Adams JA (1996) Biochemistry 35:10,949

    CAS  CrossRef  Google Scholar 

  108. Leichus BN, Blanchard JS (1992) Biochemistry 31:3065

    CAS  CrossRef  Google Scholar 

  109. Xiang B, Markham GD (1997) Arch Biochem Biophys 348:378

    CAS  CrossRef  Google Scholar 

  110. Cook PF, Yoon M-Y, Hara S, McClure GD (1993) Biochemistry 32:1795

    CAS  CrossRef  Google Scholar 

  111. Merkler DJ, Schramm VL (1993) Biochemistry 32:5792

    CAS  CrossRef  Google Scholar 

  112. Izquierdo M, Stein R (1990) J Am Chem Soc 112:6054

    CAS  CrossRef  Google Scholar 

  113. Harrison R, Chang B, Niedzwiecki L, Stein R (1992) Biochemistry 31:10,757

    CAS  CrossRef  Google Scholar 

  114. Born T, Zheng R, Blanchard J (1998) Biochemistry 37:10,478

    CAS  CrossRef  Google Scholar 

  115. Venkatasubban KS, Schowen RL (1984) CRC Critical Reviews in Biochemistry 17:1

    CAS  CrossRef  Google Scholar 

  116. Burns RA Jr, Friedman JR, Roberts MF (1981) Biochemistry 20:5945

    CAS  CrossRef  Google Scholar 

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  1. Department of Chemistry and Biochemistry, The University of Texas, Austin, TX, 78712, USA

    Paul J. Hergenrother & Stephen F. Martin

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  1. Paul J. Hergenrother
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  1. Max-Planck-Institut für Molekulare Physiologie, Universität Dortmund, Otto-Hahn-Straße 11, 44221, Dortmund, Germany

    Prof. Dr. Herbert Waldmann

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Hergenrother, P.J., Martin, S.F. (2000). Phosphatidylcholine-Preferring Phospholipase C from B. cereus. Function, Structure, and Mechanism. In: Waldmann, H. (eds) Bioorganic Chemistry of Biological Signal Transduction. Topics in Current Chemistry, vol 211. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-45035-1_5

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