Conclusions
-
1.
A number of polypeptides of regular structure have been synthesized by the method of activated esters (p-nitrophenyl, 2,4,6-trichlorophenyl, 2,4,5-trichlorophenyl, pentachlorophenyl, pentafluorophenyl, 3-hydroxypyridine, 8-hydroxyquinoline, and hydroxysuccinimide).
-
2.
A comparative evaluation of activated esters in the synthesis of polypeptides of regular structure is given.
-
3.
Pentafluorophenyl, 3-hydroxypyridine, 8-hydroxyquinoline, 2,4,5-trichlorophenyl, and hydroxysuccinimide activated esters are used for the first time in the synthesis of polypeptides of regular structure.
-
4.
Models of the collagen structure: (gly-pro-hypro)n, (gly-hypro-hypro)n, and (gly-ala-hypro)n have been synthesized and the obtained polypeptides have been shown to be isomorphous with collagen.
Similar content being viewed by others
Literature cited
C. H. Bamford, A. Elliot, and W. E. Hanby, Synthetic Polypeptides, Academic Press, New York (1956).
S. G. Waley, J. Amer. Chem. Soc.,77, 517 (1955); H. Kitaoka, S. Sakakibara, and H. Tani, Bull. Chem. Soc. Japan,31, 802 (1958); T. Turuyama, S. Sakakibara, and S. Akabori, Bull. Chem. Soc. Japan,35, 171 (dy1962).
E. R. Blout and M. E. Des Roches, J. Amer. Chem. Soc.,81, 370 (1959); T. Vaida, Acta Chim. Acad. Sci. Hung.,46, 221 (1965).
G. Schramm and H. Wissmann, Ber.,91, 1073 (1958).
N. S. Andreeva, V. G. Debabov, M. I. Millionova, V. A. Shibnev, and Yu. N. Chirgadze, Biofizika,6, 244 (1961).
V. A. Shibnev, A. V. Lisovenko, V. N. Rogulenkova, M. I. Millionova, N. G. Esipova, and Yu. N. Chirgadze, Biofizika,11, 1067 (1966).
J. Noguchi and T. Hayakawa, J. Amer. Chem. Soc.,76, 2846 (1954).
M. Z. Magee and K. Hofman, J. Amer. Chem. Soc.,71, 1515 (1949).
Y. Wolman, P. M. Gallop, and A. Patchornik, J. Amer. Chem. Soc.,83, 1263 (1961); Y. Wolman, P. M. Gallop, A. Patchornik, and A. Berger, J. Amer. Chem. Soc.,84, 1889 (1962).
D. F. De Tar, W. Honsberg, U. Honsberg, A. Wieland, M. Gouge, H. Bach, A. Tahara, W. S. Brinigar, and F. F. Rogers, J. Amer. Chem. Soc.,85, 2873 (1963).
H. D. Jakubke, Z. Chemie,6, 52 (1966).
J. Pless and R. A. Boissonas, Helv. Chim. Acta,46, 1609 (1963).
R. D. Fraser, T. P. MacRae, F. H. C. Stewart, and E. Suzuki, J. Mol. Biol.,11, 706 (1965).
F. H. C. Stewart, Austral. J. Chem.,19, 489 (1966).
J. Kovacs, R. Gianotti, and A. Kapoor, J. Amer. Chem. Soc.,88, 2282 (1966).
V. A. Shibnev, T. P. Chuvaeva, and K. T. Poroshin, Izv. Akad. Nauk SSSR, Ser. Khim., 954 (1967).
V. A. Shibnev, K. M. Dyumaev, T. P. Chuvaeva, L. D. Smirnov, and K. T. Poroshin, Izv. Akad. Nauk SSSR, Ser. Khim., 1634 (1967).
V. A. Shibnev, K. T. Poroshin, V. S. Grechishko, A. V. Lisovenko, and T. P. Chuvaeva, Dokl. Akad. Nauk Tadz SSR,7, 16 (1966).
V. A. Shibnev, T. P. Chuvaeva, G. A. Martynova, and K. T. Poroshin, Izv. Akad. Nauk SSSR, Ser. Khim., 1141 (1968).
V. A. Shibnev, T. P. Chuvaeva, G. A. Martynova, and K. T. Poroshin, Izv. Akad. Nauk SSSR, Ser. Khim., 2532 (1969).
J. Kovacs, L. Kisfaludy, and M. Q. Ceprini, J. Amer. Chem. Soc.,89, 183 (1967).
J. W. Anderson, J. E. Callahan, and J. E. Zimmerman, J. Amer. Chem. Soc.,89, 178 (1967).
E. Taschner, B. Rzoszotarska, and L. Lubiewska, Justus Liebigs Ann. Chem.,690, 177 (1965).
N. S. Andreeva, N. G. Esipova, M. I. Millionova, V. N. Rogulenkova, and V. A. Shibnev, Molekul. Biol.,1, 657 (1967).
N. S. Andreeva, N. G. Esipova, M. I. Millionova, V. N. Rogulenkova, and V. A. Shibnev, Conformation of Biopolymers, International Symposium, Madras (1967), 469.
E. P. Rashevskaya, Yu. N. Chirgadze, and V. A. Shibnev, I All-Union Symposium on the Chemistry of Peptides, Zinante, Riga (1967), p. 86.
V. A. Shibnev, T. P. Chuvaeva, and K. T. Poroshin, Izv. Akad. Nauk SSSR, Ser. Khim., 2527 (1969).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 121–129, January, 1970.
Rights and permissions
About this article
Cite this article
Shibnev, V.A., Chuvaeva, T.P. & Poroshin, K.T. Use of various activated esters in the synthesis of polypeptides of regular structure and their comparative evaluation. Russ Chem Bull 19, 111–117 (1970). https://doi.org/10.1007/BF00913934
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00913934