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New Approach to the Synthesis of O-Phosphoserine and Related Peptides

Abstract

A GENERAL method of synthesizing phosphorylated amino-hydroxy acids and derived peptides, using diphenylphosphorylchloridate as the phosphorylating agent, was introduced by Riley et al. 1. This method has been applied with rather satisfactory results in the synthesis of α-carbethoxy-L-lysyl-L-(O-phosphoryl)-serylglycine2; but further studies on the inhibitory spectrum of phosphoserine3 towards proteolytic enzymes, and the effect of phosphatases2 upon various substrates as well, stress the necessity of alternate synthetic methods.

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References

  1. Riley, G., Turnbull, J., and Wilson, W., J. Chem. Soc., 1373 (1957).

  2. Theodoropoulos, D., Bennich, H., Fölsch, G., and Mellander, O., Nature, 184, 187 (1959).

    Article  ADS  CAS  Google Scholar 

  3. Theodoropoulos, D., Bennich, H., and Mellander, O., Nature, 184, 270 (1959).

    Article  ADS  CAS  Google Scholar 

  4. Fölsch, G., and Mellander, O., Acta Chem. Scand., 11, 1232 (1957).

    Article  Google Scholar 

  5. Bevan, T., Malkin, T., and Tiplady, J., J. Chem. Soc., 3086 (1957).

  6. Zervas, L., and Theodoropoulos, D., J. Amer. Chem. Soc., 78, 1359 (1956). Stelakatos, G., Theodoropoulos, D., and Zervas, L., J. Amer. Chem. Soc., 81, 2884 (1959).

    Article  CAS  Google Scholar 

  7. Fölsch, G., Acta Chem. Scand., 12, 561 (1958).

    Article  Google Scholar 

  8. Baer, E., Maurukas, J., and Clarke, D., J. Biol. Chem., 228, 181 (1957).

    CAS  PubMed  Google Scholar 

  9. Zervas, L., and Dilaris, I., J. Amer. Chem. Soc., 77, 5354 (1955).

    Article  CAS  Google Scholar 

  10. Zervas, L., and Katsoyannis, P., J. Amer. Chem. Soc., 77, 5351 (1955).

    Article  CAS  Google Scholar 

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THEODOROPOULOS, D., GAZOPOULOS, J. & SOUCHLERIS, I. New Approach to the Synthesis of O-Phosphoserine and Related Peptides. Nature 185, 606–607 (1960). https://doi.org/10.1038/185606b0

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