Conclusions
-
1.
We have synthesized tetrapeptide (5–8) of the B chain of human insulin by using trimethylsilyl derivatives of the amino acids and peptides together with their alkyl esters.
-
2.
Peptides can be prepared without racemization and in high yields by the use of the trimethylsilyl derivatives of the amino components.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
Proceedings of the Fourth International Symposium on the Chemistry of Organosilicon Compounds [in Russian], Vol. 1, NIITÉKhIM (1975), p. 46.
E. Schreder and K. Lubke, Peptides [Russian translation], Vol. 1, Mir (1967).
K. Rühlmann, H. Simon, and M. Becker, Chem. Ber.,99, 780 (1966).
J. F. Klebe, H. Finkbeiner, and D. M. White, J. Am. Chem. Soc.,88, 3390 (1966).
H. R. Kricheldorf, Liebigs Ann. Chem.,763 17 (1972).
L. Birkofer, A. Ritter, and P. Neuhausen, Liebigs Ann. Chem.,659, 190 (1962).
S. V. Rogozhin, Yu. A. Davidovich, S. M. Andreev, N. V. Mironova, and A. I. Yurtanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1868 (1974).
S. V. Rogozhin, Yu. A. Davidovich, and A. I. Yurtanov, Synthesis, 113 (1975).
A. I. Yurtanov, Yu. A. Davidovich, and S. V. Rogozhin, Izv. Akad. Nauk SSSR, Ser. Khim., 1420 (1975).
A. E. Pierce, Silylation of Organic Compounds, Rochford Pierce Chem. Co., Illinois (1968).
L. Birkofer and F. Muller, Peptides 1968, North-Holland, Amsterdam, p. 151.
H. Zahn, J. Meienhofer, and H. Klostermeyer, Z. Naturforsch.,19b, 110 (1964).
F. Sakiyama, K. Okawa, T. Yamakawa, and S. Akabori, Bull. Chem. Soc. Jpn,31, 926 (1958).
J. Grinstein and M. Winitz, Chemistry of Amino Acids and Peptides [Russian translation], Mir (1965).
G. W. Anderson, J. E. Zimmermann, and F. M. Callahan, J. Am. Chem. Soc.,85, 3039 (1963).
G. A. Fletcher and J. H. Jones, Int. J. Peptide Protein Res.,4, 347 (1972).
A. I. Yurtanov, Dissertation, Moscow (1977).
Author information
Authors and Affiliations
Additional information
Part of this work was reported at the Fourth International Symposium on the Chemistry of Organosilicon Compounds [1].
ranslated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 657–660, March, 1978.
Rights and permissions
About this article
Cite this article
Rogozhin, S.V., Davidovich, Y.A. & Yurtanov, A.I. Synthesis of a tetrapeptide using trimethylsilyl amino components. Russ Chem Bull 27, 566–569 (1978). https://doi.org/10.1007/BF00923939
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00923939