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A New Synthesis of Histidyl Peptides

Abstract

ALTHOUGH many peptide groups containing L-histidine have been found in the biologically active substances, for example, insulin, ribonuclease, adrenocorticotropic hormones, etc., no satisfactory method for the synthesis of the histidyl peptide has been so far reported. As a starting material, N(α)-carbobenzoxy-L-histidine is not suitable except for the azide route1, because it is scarcely soluble in the usual organic solvents. We have devised a simple synthetic method for the preparation of the histidyl peptide from dicarbobenzoxy histidine.

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References

  1. Holley, R. W., and Sondheimer, E., J. Amer. Chem. Soc., 76, 1326 (1954). Fischer, R. F., and Whetstone, R. R., ibid., 76, 5076 (1954).

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  2. Sheehan, J. C., and Hess, G. P., J. Amer. Chem. Soc., 77, 1067 (1955).

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AKABORI, S., OKAWA, K. & SAKIYAMA, F. A New Synthesis of Histidyl Peptides. Nature 181, 772–773 (1958). https://doi.org/10.1038/181772a0

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