Skip to main content

Chemical Synthesis and Applications of Phosphopeptides

  • Chapter

Part of the book series: Genetic Engineering ((GEPM,volume 18))

Abstract

Many biologically important molecules including oncogenes, growth factor receptors, transcription factors, immune cell receptors, protein kinases and cytoskeletal proteins are specifically and reversibly phosphorylated in response to physiological stimuli as well as during differentiation and normal eukaryotic cell cycle progression (1–3). Phosphorylation occurs primarily on the hydroxy 1 group of serine, threonine or tyrosine residues in proteins. While other residues, including histidine, lysine and glutamic acid may be phosphorylated, these phosphoamino acids are chemically less stable and their roles in physiological processes are relatively poorly understood. Protein phosphorylation is accomplished by protein kinases, which catalyze the transfer of phosphate from a nucleotide triphosphate, usually ATP, to the substrate protein. Protein kinases traditionally are grouped by amino acid homology as protein tyrosine kinases or as protein serine/threonine kinases, although a few dual specificity tyrosine/serine/threonine kinases have been described (4,5), and recently, an evolutionarily separate group of serine/threonine kinases related to the phospholipid kinases was discovered (6). Many tyrosine-specific kinases are cell surface receptors or are associated with the plasma membrane as illustrated by the epidermal growth factor, insulin and platelet-derived growth factor receptors (7,8). Serine/threonine kinases more frequently are involved in intracellular signaling and may be linked in cascades with receptor tyrosine kinases to transmit signals from the extracellular environment to the cell nucleus.

This is a preview of subscription content, log in via an institution.

Buying options

Chapter
USD   29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD   169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Hunter, T. and Karin, M. (1992) Cell 70, 375–387.

    PubMed  CAS  Google Scholar 

  2. Hunter, T. (1995) Cell 80, 225–236.

    PubMed  CAS  Google Scholar 

  3. Meek, D.W. and Street, A.J. (1992) Biochem. J. 287, 1–15.

    PubMed  CAS  Google Scholar 

  4. Lindberg, R.A., Quinn, A.M. and Hunter, T. (1992) Trends Biochem. Sci. 17, 114–119.

    PubMed  CAS  Google Scholar 

  5. Hunter, T. (1991) Methods Enzymol. 200, 3–37.

    PubMed  CAS  Google Scholar 

  6. Hunter, T. (1995) Cell 83, 1–4.

    PubMed  CAS  Google Scholar 

  7. Heldin, C.H. (1995) Cell 80, 213–223.

    PubMed  CAS  Google Scholar 

  8. Cantley, L.C. (1995) Trends Biochem. Sci. 20, 470–475.

    PubMed  Google Scholar 

  9. Karin, M. and Hunter, T. (1995) Curr. Biol. 5, 747–757.

    PubMed  CAS  Google Scholar 

  10. Perich, J.W. and Johns, R.B. (1989) J. Org. Chem. 54, 1750–1752.

    CAS  Google Scholar 

  11. Perich, J.W., Valerio, R.M. and Johns, R.B. (1986) Tetrahedron Lett. 27, 1377–1380.

    CAS  Google Scholar 

  12. Arendt, A., Palczewski, K., Moore, W.T., Caprioli, R.M., McDowell, J.H. and Hargrave, P.A. (1989) Int. J. Pept. Protein Res. 33, 468–476.

    PubMed  CAS  Google Scholar 

  13. Paquet, A. and Johns, M. (1990) Int. J. Pept. Protein Res. 36, 97–103.

    PubMed  CAS  Google Scholar 

  14. Lacombe, J.M., Andriamanampisoa, F. and Pavia, A.A. (1990) Int. J. Pept. Protein Res. 36, 275–280.

    PubMed  CAS  Google Scholar 

  15. Perich, J.W. (1990) in Peptides and Protein Phosphorylation (Kemp, B.E., ed.) pp. 289–314., CRC Press, Boca Raton, Florida.

    Google Scholar 

  16. de Bont, H.B.A., Liskamp, R.M., O’Brian, C.A., Erkelens, C., Veeneman, G.H. and van Boom, J.H. (1989) Int. J. Pept. Protein Res. 33, 115–123.

    PubMed  Google Scholar 

  17. Perich, J.W. (1991) Methods Enzymol. 201, 234–245.

    PubMed  CAS  Google Scholar 

  18. Atherton, E. and Sheppard, R.C., eds. (1989) Solid Phase Peptide Synthesis: A Practical Approach, IRL Press at Oxford University Press, Oxford, England.

    Google Scholar 

  19. Bodansky, M. and Trost, B., eds. (1993) Principle of Peptide Synthesis, Springer-Verlag Inc., New York, NY.

    Google Scholar 

  20. Grant, G.A., eds. (1992) Synthetic Peptides: A User’s Guide, W. H. Freeman and Company, New York, NY.

    Google Scholar 

  21. Andrews, D.M., Kitchin, J. and Seale, P.W. (1991) Int. J. Pept. Protein Res. 38, 469–475.

    PubMed  CAS  Google Scholar 

  22. Bannwarth, W. and Kitas, E.A. (1992) Helv. Chim. Acta 75, 707–714.

    CAS  Google Scholar 

  23. Kitas, E.A., Knorr, R., Trzeciak, A. and Bannwarth, W. (1991) Helv. Chem. Acta 74, 1314–1328.

    CAS  Google Scholar 

  24. Valerio, R.M., Alewood, P.F., Johns, R.B. and Kemp, B.E. (1989) Int. J. Pept. Protein Res. 33, 428–438.

    CAS  Google Scholar 

  25. de Bont, H.B. A., van Boom, J.H. and Liskamp, R.M.J. (1990) Tetrahedron Lett. 31, 2497–2500.

    Google Scholar 

  26. Bannwarth, W. and Trezeciak, A. (1987) Helv. Chem. Acta 70, 175–186.

    CAS  Google Scholar 

  27. Perich, J.W. and Johns, R.B. (1988) Tetrahedron Lett. 29, 2369–2372.

    CAS  Google Scholar 

  28. Gibson, B.W., Falick, A.M., Burlingame, A.L., Nadasdi, L., Nguyen, A.C. and Kenyon, G.L. (1987) J. Amer. Chem. Soc. 109, 5343–5348.

    CAS  Google Scholar 

  29. Tian, Z., Gu, C., Roeske, R.W., Zhou, M. and van Etten, R.L. (1993) Int. J. Pept. Protein Res. 42, 155–158.

    PubMed  CAS  Google Scholar 

  30. Kitas, E.A., Perich, J.W., Tregear, G.W. and Johns, R.B. (1990) J. Org. Chem. 55, 4181–4187.

    CAS  Google Scholar 

  31. Perich, J.W. and Reynolds, E.C. (1991) Int. J. Pept. Protein Res. 37, 572–575.

    PubMed  CAS  Google Scholar 

  32. Perich, J.W., Ruzzene, M., Pinna, L.A. and Reynolds, E.C. (1994) Int. J. Pept. Protein Res. 43, 39–46.

    PubMed  CAS  Google Scholar 

  33. Ottinger, E.A., Shekels, L.L., Bernlohr, D.A. and Barany, G. (1993) Biochemistry 32, 4354–4361.

    PubMed  CAS  Google Scholar 

  34. King, D.S., Fields, C.G. and Fields, G.B. (1990) Int. J. Pept. Protein Res. 36, 255–266.

    PubMed  CAS  Google Scholar 

  35. Pennington, M.W. (1994) in Methods in Molecular Biology, vol. 35: Peptide Synthesis Protocols (Pennington, M.W. and Dunn, B.M., eds.) pp. 195–200, Humana Press Inc., Totowa, NJ.

    Google Scholar 

  36. Perich, J.W., Nguyen, D.L. and Reynolds, E.C. (1991) Tetrahedron Lett. 32, 4033–4034.

    CAS  Google Scholar 

  37. Perich, J.W. (1992) Int. J. Pept. Protein Res. 40, 134–140.

    PubMed  CAS  Google Scholar 

  38. Otvos, L.J., Elekes, I. and Lee, V.M.-Y. (1989) Int. J. Pept. Protein Res. 34, 129–133.

    PubMed  CAS  Google Scholar 

  39. Stærkaer, G., Jakoben, M.H., Olsen, C.E. and Holm, A. (1991) Tetrahedron Lett. 32, 5389–5392.

    Google Scholar 

  40. Pullen, N., Brown, N.G., Sharma, R.P. and Akhtar, M. (1993) Biochemistry 32, 3958–3964.

    PubMed  CAS  Google Scholar 

  41. Perich, J.W. (1991) Methods Enzymol. 201, 225–233.

    PubMed  CAS  Google Scholar 

  42. Perich, J.W., Terzi, E., Carnazzi, E., Seyer, R. and Trifilieff, E. (1994) Int. J. Pept. Protein Res. 44, 305–312.

    PubMed  CAS  Google Scholar 

  43. Perich, J.W., Kelly, D.P. and Reynolds, E.C. (1992) Int. J. Pept. Protein Res. 40, 81–88.

    PubMed  CAS  Google Scholar 

  44. Arendt, A. and Hargrave, P.A. (1994) in Methods in Molecular Biology, vol. 35: Peptide Synthesis Protocols (Pennington, M.W. and Dunn, B.M., eds.) pp. 187–193, Humana Press Inc., Totowa, NJ.

    Google Scholar 

  45. Wakamiya, T., Saruta, K., Yasuoka, J. and Kusumoto, S. (1995) in Peptide Chemistry 1994 (Ohno, M., ed.) pp. 5–8, Protein Research Foundation, Osaka.

    Google Scholar 

  46. Wakamiya, T., Saruta, K., Yasuoka, J. and Kusumoto, S. (1994) Chem. Lett., 1099–1102.

    Google Scholar 

  47. Wakamiya, T., Saruta, K., Kusumoto, S., Nakajima, K., Yoshizawa-Kumagaye, K., Imajoh-Ohmi, S. and Kanegasaki, S. (1993) Chem. Lett., 1401–1404.

    Google Scholar 

  48. Vorherr, T. and Bannwarth, W. (1995) Bioorg. Medicinal Chem. Lett. 5, 2661–2664.

    CAS  Google Scholar 

  49. Otaka, A., Miyoshi, K., Kaneko, M., Tamamura, H., Fujii, N., Nomizu, M., Burke, Jr.,T.R. and Roller, P.P. (1995) J. Org. Chem. 60, 3967–3974.

    CAS  Google Scholar 

  50. Otaka, A., Miyoshi, K., Roller, P.P., Burke, Jr.,T.R., Tamamura, H. and Fujii, N. (1995) J. Chem. Soc, Chem. Commun., 387–389.

    Google Scholar 

  51. Adamson, N., Riley, P.F. and Reynolds, E.C. (1993) J. Chromatogr. 646, 391–396.

    PubMed  CAS  Google Scholar 

  52. Amankwa, L.N., Harder, K., Jirik, F. and Aebersold, R. (1995) Protein Sci. 4, 113–125.

    PubMed  CAS  Google Scholar 

  53. Meyer, H.E., Hoffmann, P.E. and Heilmeyer, L.J. (1991) Methods Enzymol. 201, 169–185.

    PubMed  CAS  Google Scholar 

  54. Meyer, H.E., Hoffmann, P.E., Donella, D.A. and Körte, H. (1991) Methods Enzymol. 201, 206–224.

    PubMed  CAS  Google Scholar 

  55. Matsueda, R. and Walter, R. (1980) Int. J. Pept. Protein Res. 16, 392–401.

    PubMed  CAS  Google Scholar 

  56. Dawson, P.E., Muir, T.W., Clark, L.I. and Kent, S.B. (1994) Science 266, 776–779.

    PubMed  CAS  Google Scholar 

  57. Hojo, H. and Aimoto, S. (1993) Bull. Chem. Soc. Jpn. 66, 3004–3008.

    CAS  Google Scholar 

  58. Liu, C.F. and Tarn, J.P. (1994) Proc. Nat. Acad. Sci. U.S.A. 91, 6584–6588.

    CAS  Google Scholar 

  59. Marseigne, I. and Roques, B.P. (1988) J. Org. Chem. 53, 3621–3624.

    CAS  Google Scholar 

  60. Garbay-Jaurequiberry, C., McCort-Tranchepain, L, Barbe, B., Ficheux, D. and Roques, B.P. (1992) Tetrahedron: Asymmetry 3, 637–650.

    Google Scholar 

  61. Cushman, M. and Lee, E.-S. (1992) Tetrahedron Lett. 33, 1993–1996.

    Google Scholar 

  62. Burke, T.R. Jr., Russ, P. and Lim, B. (1991) Synthesis , 1019–1020.

    Google Scholar 

  63. Garbay-Jaureguiberry, C., Ficheux, D. and Roques, B.P. (1992) Int. J. Pept. Protein Res. 39, 523–527.

    PubMed  CAS  Google Scholar 

  64. Burke, T.R. Jr., Smith, M.S., Nomizu, M., Otaka, A. and Roller, P.P. (1993) J. Org. Chem. 58, 1336–1340.

    CAS  Google Scholar 

  65. Burke, T.R. Jr., Smyth, M.S., Otaka, A., Nomizu, M., Roller, P.P., Wolf, G., Case, R. and Shoelson, S.E. (1994) Biochemistry 33, 6490–6494.

    PubMed  CAS  Google Scholar 

  66. Wrobel, I. and Dietrich, A. (1993) Tetrahedron Lett. 34, 3543–3546.

    CAS  Google Scholar 

  67. Smyth, M.S. and Burke, Jr., T.R. (1994) Tetrahedron Lett. 35, 551–554.

    CAS  Google Scholar 

  68. Otaka, A., Burke, Jr. T.R., Smyth, M.S., Nomizu, M. and Roller, P.P. (1993) Tetrahedron Lett. 34, 7039–7042.

    CAS  Google Scholar 

  69. Gordeev, M.F., Patel, D. V., Barker, P.L. and Gordon, E.M. (1994) Tetrahedron Lett. 35, 7585–7588.

    CAS  Google Scholar 

  70. Smyth, M.S., Ford, J.H. and Burke, Jr. T.R. (1992) Tetrahedron Lett. 33, 4137–4140.

    CAS  Google Scholar 

  71. Ye, B., Akamatsu, M., Shoelson, S.E., Wolf, G., Giorgetti-Peraldi, S., Yan, X., Roller, P.P. and Burke, Jr. T.R. (1995) J. Med. Chem. 38, 4270–4275.

    PubMed  CAS  Google Scholar 

  72. Tong, G., Perich, J.W. and Johns, R.B. (1990) Tetrahedron Lett. 31, 3759–3762.

    CAS  Google Scholar 

  73. Perich, J.W. (1994) Int. J. Pept. Protein Res. 44, 288–294.

    PubMed  CAS  Google Scholar 

  74. Shapiro, G., Buecheler, D., Enz, A. and Pombo-Villar, E. (1994) Tetrahedron Lett. 35, 1173–1176.

    CAS  Google Scholar 

  75. Otaka, A., Miyoshi, K., Burke, Jr., T.R., Roller, P.P., Kubota, H., Tamamura, H. and Fujii, N. (1995) Tetrahedron Lett. 36, 927–930.

    CAS  Google Scholar 

  76. Berkowtiz, D.B., Shen, Q. and Maeng, J.-H. (1994) Tetrahedron Lett. 35, 6445–6448.

    Google Scholar 

  77. Guan, K.L., Haun, R.S., Watson, S.J., Geahlen, R.L. and Dixon, J.E. (1990) Proc. Nat. Acad. Sci. U.S.A. 87, 1501–1505.

    CAS  Google Scholar 

  78. Boivin, P., Galand, C. and Bertrand, O. (1987) Int. J. Biochem. 19, 613–618.

    PubMed  CAS  Google Scholar 

  79. Shekels, L.L., Smith, A.J., Van, E.R. and Bernlohr, D.A. (1992) Protein Sci. 1, 710–721.

    PubMed  CAS  Google Scholar 

  80. Zhang, Z.Y. and Van, E.R. (1990) Arch. Biochem. Biophys. 282, 39–49.

    PubMed  CAS  Google Scholar 

  81. Black, M.J. and Jones, M.E. (1983) Anal. Biochem. 135, 233–238.

    PubMed  CAS  Google Scholar 

  82. Mayer, B.J., Jackson, P.K. and Baltimore, D. (1991) Proc. Nat. Acad. Sci. U.S.A. 88, 627–631.

    CAS  Google Scholar 

  83. Matthews, R.J., Bowne, D.B., Flores, E. and Thomas, M.L. (1992) Mol. Cell. Biol. 12, 2396–2405.

    PubMed  CAS  Google Scholar 

  84. Freeman, R.M., Plutzky, J. and Neel, B.G. (1992) Proc. Nat. Acad. Sci. U.S.A. 89, 11239–11243.

    CAS  Google Scholar 

  85. Bastin, L., Ramanchandran, C., Liu, S. and Adam, M. (1993) Biochem. Biophys. Res. Comm. 196, 124–133.

    Google Scholar 

  86. Dechert, U., Affolter, M., Harder, K.W., Metthews, J., Owen, P., Clarks-Lewis, I., Thomas, M.L., Aebersold, R. and Jirik, F.R. (1995) Eur. J. Biochem. 231, 673–681.

    PubMed  CAS  Google Scholar 

  87. Dechert, U., Adam, M., Harder, K.W., Clark, L.I. and Jirik, F. (1994) J. Biol. Chem. 269, 5602–5611.

    PubMed  CAS  Google Scholar 

  88. Schauffhausen, B. (1995) Biochim. Biophys. Acta 1242, 61–75.

    Google Scholar 

  89. Fantl, W.J., Escobedo, J.A., Martin, G.A., Turck, C.W., del Rosario, M., McCormick, F. and Williams, L.T. (1992) Cell 69, 413–423.

    PubMed  CAS  Google Scholar 

  90. Piccione, E., Case, R.D., Domchek, S.M., Hu, P., Chaudhuri, M., Backer, J.M., Schlessinger, J. and Shoelson, S.E. (1993) Biochemistry 32, 3197–3202.

    PubMed  CAS  Google Scholar 

  91. Felder, S., Zhou, M., Hu, P., Urena, J., Ullrich, A., Chaudhuri, M., White, M., Shoelson, S.E. and Schlessinger, J. (1993) Mol. Cell. Biol. 13, 1449–1455.

    PubMed  CAS  Google Scholar 

  92. Panayotou, G., Gish, G., End, P., Truong, O., Gout, I., Dhand, R., Fry, M.J., Hiles, I., Pawson, T. and Waterfield, M.D. (1993) Mol. Cell. Biol. 13, 3567–3576.

    PubMed  CAS  Google Scholar 

  93. Kashishian, A., Kazlauskas, A. and Cooper, J.A. (1992) EMBO J. 11, 1373–1382.

    PubMed  CAS  Google Scholar 

  94. Payne, G., Shoelson, S.E., Gish, G.D., Pawson, T. and Walsh, C.T. (1993) Proc. Nat. Acad. Sci. U.S.A. 90, 4902–4906.

    CAS  Google Scholar 

  95. Songyang, Z., Shoelson, S.E., Chaudhuri, M., Gish, G., Pawson, T., Haser, W.G., King, F., Roberts, T., Ratnofsky, S., Lechleider, R.J., Neel, B.G., Birge, R.B., Hanafusa, H., Schauffhausen, B. and Cantley, L.C. (1993) Cell 72, 767–778.

    PubMed  CAS  Google Scholar 

  96. Waksman, G., Kominos, D., Robertson, S.C., Pant, N., Baltimore, D., Birge, R.B., Cowburn, D., Hanafusa, H., Mayer, B.J., Overduin, M., Resh, M.D., Rios, C.B., Silverman, L. and Kuriyan, J. (1992) Nature 358, 646–653.

    PubMed  CAS  Google Scholar 

  97. Waksman, G., Shoelson, S.E., Pant, N., Cowburn, D. and Kuriyan, J. (1993) Cell 72, 779–790.

    PubMed  CAS  Google Scholar 

  98. Eck, M.J., Shoelson, S.E. and Harrison, S.C. (1993) Nature 362, 87–91.

    PubMed  CAS  Google Scholar 

  99. Lee, C.H., Kominos, D., Jacques, S., Margolis, B., Schlessinger, J., Shoelson, S.E. and Kuriyan, J. (1994) Structure 2, 423–438.

    PubMed  CAS  Google Scholar 

  100. Pascal, S.M., Singer, A.U., Gish, G., Yamazaki, T., Shoelson, S.E., Pawson, T., Kay, L.E. and Forman, K.J. (1994) Cell 77, 461–472.

    PubMed  CAS  Google Scholar 

  101. Songyang, Z., Shoelson, S.E., McGlade, J., Olivier, P., Pawson, T., Bustelo, X.R., Barbacid, M., Sabe, H., Hanafusa, H., Yi, T., Ren, R., Baltimore, D., Ratnofsky, S., Feldman, R.A. and Cantley, L.C. (1994) Mol. Cell. Biol. 14, 2777–2785.

    PubMed  CAS  Google Scholar 

  102. Shoelson, S.E., Sivaraja, M., Williams, K.P., Hu, P., Schlessinger, J. and Weiss, M.A. (1993) EMBO J. 12, 795–802.

    PubMed  CAS  Google Scholar 

  103. Lemmon, M.A. and Ladbury, J.E. (1994) Biochemistry 33, 5070–5076.

    PubMed  CAS  Google Scholar 

  104. Schuck, P. (1996) Biophys. J. (in press).

    Google Scholar 

  105. Stern, D.F., Kamps, M.P. and Cao, H. (1988) Mol. Cell. Biol. 8, 3969–3973.

    PubMed  CAS  Google Scholar 

  106. Bangalore, L., Tanner, A.J., Laudano, A.P. and Stern, D.F. (1992) Proc. Nat. Acad. Sci. U.S.A. 89, 11637–11641.

    CAS  Google Scholar 

  107. Epstein, R.J., Druker, B.J., Roberts, T.M. and Stiles, CD. (1992) Proc. Nat. Acad. Sci. U.S.A. 89, 10435–10439.

    CAS  Google Scholar 

  108. Ginty, D.D., Bonni, A. and Greenberg, M.E. (1994) Cell 77, 713–725.

    PubMed  Google Scholar 

  109. Ginty, D.D., Kornhauser, J.M., Thompson, M.A., Bading, H., Mayo, K.E., Takahashi, J.S. and E., G.M. (1993) Science 260, 238–241.

    PubMed  CAS  Google Scholar 

  110. Domchek, S.M., Auger, K.R., Chatterjee, S., Burke, Jr. T.R. and Shoelson, S.E. (1992) Biochemistry 31, 9865–9870.

    PubMed  CAS  Google Scholar 

  111. Burke, Jr. T.R., Nomizu, M., Otaka, A., Smyth, M.S., Roller, P.P., Case, R.D., Wolf, G. and Shoelson, S.E. (1994) Biochem. Biophys. Res. Commun. 201, 1148–1153.

    PubMed  CAS  Google Scholar 

  112. Roller, P.P., Otaka, A., Nomizu, M., Smyth, M.S., Barchi, Jr., J.J. and Burke, Jr. T.R. (1994) Bioorg. Med. Chem. Lett. 15, 1879–1882.

    Google Scholar 

  113. Roller, P.P., Otaka, A., Nomizu, M., Yan, X.-J., Smyth, M.S., Barchi, Jr., J.J., Shoelson, S.E. and Burke, Jr., T.R. (1995) in Peptides 1994 (Maia, H.L.S., ed.) pp. 355–356, ESCOM publishers, Leiden, The Netherlands.

    Google Scholar 

  114. Mikol, V., Bauman, G., Keller, T.H., Manning, U. and Zurini, M.G.M. (1995) J. Mol. Biol. 246, 344–355.

    PubMed  CAS  Google Scholar 

  115. Herbst, J.J., Andrews, G., Contillo, L., Lamphere, L., Gardner, J., Lienhard, G.E. and Gibbs, E.M. (1994) Biochemistry 33, 9376–9381.

    PubMed  CAS  Google Scholar 

  116. Zhang, Z.-Y., Maclean, D., MacNamara, D.J., Sawyer, T.M. and Dixon, J.E. (1994) Biochemistry 33, 2285–2290.

    PubMed  CAS  Google Scholar 

  117. Chen, L., Wu, L., Otaka, A., Smyth, M.S., Roller, P.P., Burke, Jr. T.R., den Hertog, J. and Zhang, Z.-Y. (1995) Biochem. Biophys. Res. Commun. 216, 976–984.

    PubMed  CAS  Google Scholar 

  118. Burke, Jr. T.R., Kole, H.K. and Roller, P.P. (1994) Biochem. Biophys. Res. Commun. 204, 129–134.

    PubMed  CAS  Google Scholar 

  119. Xiao, S., Rose, D.W., Sasaoka, T., Maegawa, H., Burke, Jr. T.R., Roller, P.P., Shoelson, S.E. and Olefsky, J.M. (1994) J. Biol. Chem. 269, 21244–21248.

    PubMed  CAS  Google Scholar 

  120. Wange, R.L., Isakov, N., Burke, Jr. T.R., Otaka, A., Roller, P.P., Watts, J.D., Aebersold, R. and Samelson, L.E. (1995) J. Biol. Chem. 270, 944–948.

    PubMed  CAS  Google Scholar 

  121. Aungst, B.J., Blake, J.A., Rogers, N.J., Saitoh, H., Hussain, M.A., Ensinger, C.L. and Pruitt, J.R. (1995) Pharmaceutical Res. 12, 763–767.

    CAS  Google Scholar 

  122. Kole, H.K., Akamatsu, M., Ye, B., Yan, X., Barford, D., Roller, P.P. and Burke, Jr. T.R. (1995) Biochem. Biophys. Res. Commun. 209, 817–822.

    PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1996 Springer Science+Business Media New York

About this chapter

Cite this chapter

Sakaguchi, K., Roller, P.P., Appella, E. (1996). Chemical Synthesis and Applications of Phosphopeptides. In: Setlow, J.K. (eds) Genetic Engineering. Genetic Engineering, vol 18. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1766-9_14

Download citation

  • DOI: https://doi.org/10.1007/978-1-4899-1766-9_14

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4899-1768-3

  • Online ISBN: 978-1-4899-1766-9

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics