Abstract
So far, model peptides have been synthesized mainly by the liquid- or solid-phase technique in which tripeptides with negligible degree of racemization are coupled in a stepwise manner with polypeptides with defined chain lengths. Through cross bridging of such chains, triple helical models can be obtained containing 15–30 tripeptides which fold and unfold quickly and reversibly. This paper reviews the present state of knowledge in this area and discusses some consequences for the collagen structure based on experimental findings.
We thank Mrs. L. Jourdan and Mr. Dr. H. G. Neiss for the assistance during the preparation of this paper
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Traub, W., Piez, K. A.: Adv. Protein Chem. 25, 243 (1971)
Piez, K. A., Sherman, M. R.: Biochem. 9, 4129 (1970)
Privalov, P. L., Tiktopulo, E. J.: Biopolymers 9, 127 (1970)
Saygin, Oe., Heidemann, E.: Biopolymers 17, 511 (1978)
Crick, F. H. C., Rich, A.: Nature 176, 780 (1955)
Berger, A., Kurtz, J. Katchalski, E.: J. Am. Chem. Soc. 76, 5552 (1954)
Fietzek, P. P., Kühn, K.: Int. Rev. Connect. Tissue Res. 7, 1 (1976)
Sasisekharan, V.: Acta Crystallogr. 12, 903 (1959)
Okabayashi, H., Isemura, T., Sakakibara, S.: Biopolymers 6, 323 (1968)
Rothe, M., Theyson, R., Steffen, K. D.: Tetrahedron Lett. 4063 (1970)
Rothe, M., Mazáne, K. J.: Tetrahedron Lett. 1972, 3795; Rothe M., Rott, H., Mazáne, K. J.: Proc. 14th Eur. Peptide Symp., Wepion, p. 309, 1976
Schrohenloher, R. E., Ogle, J. D., Logan, M. A.: J. Biol. Chem. 234, 58 (1959); Graßmann, W., Nordwig, A., Hörmann, H.: Z. Phys. Chem. 323, 48 (1961); see also the review article: Nordwig, A., Hannig, K.: Das Leder 14, 281 (1963)
Andreeva, N. S., Millionova, M. J., Chirgadze, Y. N.: Aspects of Protein Structure, Academic Press, New York 1963; Biofizika 6, 244 (1961)
Goren, H. J.: CRC Crit. Rev. Biochem. 2, 197 (1974)
Engel, J. et al.: J. Mol. Biol. 17, 255 (1965)
Jäger, G.: doctoral thesis, TH Darmstadt 1966 Bernhardt, H. W.: doctoral thesis, TH Darmstadt 1968
Heidemann, E., Nill, H. W.: Z. Naturforsch., B 24, 837, 843 (1969)
Heidemann, E., Meisel, H. D.: Makromol. Chem. 166, 1 (1973)
Heidemann, E., Harrap, B. S., Schiele, H. D.: Biochemistry 12, 2958 (1973)
Carver, J. P., Blout, E. R., in: Treatise on Collagen I. Ramachandran, G. N. (ed.), p. 441 ff. Academic Press, New York 1967
DeTar, D. F. et al: J. Am. Chem. Soc. 78, 947 (1963)
Neiss, H. G., Heidemann, E. R.: Makromol. Chem. 177, 701 (1976)
Heymer, G., Heidemann, E. R.: Makromol. Chem. 177, 3299 (1976)
Khodadadeh, K., Heppenheimer, K., Heidemann, E. R.: Makromol. Chem. 178, 1897 (1977)
Greiche, Y., Heidemann, E. R.: Biopolymers 18, 2359 (1979)
Heidemann, E. et al.: Polymer 18, 420 (1977)
Cowell, R. D., Jones, J. H.: J. Chem. Soc. C 1971, 1082
Fairweather, R., Jones, J. H.: J. Chem. Soc., Perkin I 1972, 1908
Lorenzi, G. P., Doyle, B. B., Blout, E. R.: Biochemistry 10, 3046 (1971)
Johnson, B. J.: J. Pharm. Sci. 63, 313 (1974)
Kovacs, J., Ballina, R., Rodin, R. L.: J. Am. Chem. Soc. 89, 119 (1965)
Kobayashi, Y., Isemura, T.: Progr. Polym. Sci., Japan 3, 315 (1972)
Sakakibara, S. et al.: Bull. Chem. Soc. Japan 41, 1273 (1968)
Rothe, M., Kunitz, F. W.: Liebigs Ann. Chem. 609, 88 (1957)
Bruckner, P. et al.: Helv. Chim. Acta 58, 1276 (1975)
Weber, R. W., Nitschmann, H.: Helv. Chim. Acta 61, 701 (1978)
Sutoh, K., Noda, H.: Biopolymers 13, 2385 (1974)
Sakakibara, S. et al.: Biochim. Biophys. Acta 303, 198 (1973)
Roth, W., Heppenheimer, K., Heidemann, E.: Makromol. Chem. 180, 905 (1979)
Lazarev, Y. A. et al.: Biopolymers 17, 1197 (1978)
Bayer, E., Mutter, M.: Chem. Ber. 107, 1344 (1974)
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1968, 2564
Shibnev, V. A., Chuvaeva, T. P., Poroshin, K. T.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1970, 121
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1969, 637
Bloom, S. M.: J. Am. Chem. Soc. 88, 2035 (1966)
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1969, 2532
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1968, 144
Stewart, F. H. C.: Aust. J. Chem. 18, 887 (1965)
Traub, W., Yonath, A.: J. Mol. Biol. 16, 404 (1966)
Traub, W.: J. Mol. Biol. 43, 479 (1969)
Wolmann, Y., Gallop, P., Patchornik, A.: J. Am. Chem. Soc. 83, 1263 (1961)
Shibnev, V. A., Lazareva, A. V.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1969, 398
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1967, 1634
Shibnev, V. A., Lisovenko, A. V.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1966, 1287
Shibnev, V. A. et al.: Dokl. Akad. Nauk. SSSR 1971, 198, 862
Engel, J. et al., in: Structure and Function of Connective and Skeletal Tissue. Jackson, S. F. (ed.), p. 241. Butterworth, London 1965
Kobayashi, Y. et al.: Biopolymers 9, 415 (1970)
Yonath, A., Traub, W.: J. Mol. Biol. 43, 461 (1969)
Shibnev, V. A., Lisovenko, A. V., Rogulenkova, V. N., Millionova, I., Esipova, N. G., Chirgadze, Y. N.: Biofizika 11, 1067 (1966)
Andreeva, N. S., Esipova, N. G., Millonova, M. I., Rogulenkova, V. N. Shibnev, V. A.: Mol. Biol. 1, 657 (1967)
Andreeva, N. S. et al. in: Conformation of Biopolymers. Ramachandran, G. N. (ed.), p. 469. Academic Press, New York 1967
Shibnev, V. A., Chuvaeva, T. P., Poroshin, K. T.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1968, 225
DeTar, D. F., Albers, R. F., Gilmore, F.: J. Org. Chem. 37, 4377 (1972)
DeTar, D. F.: Peptides, Proc. 8th Eur. Pept. Symp. 1966
Inouye, K., Sakakibara, S., Prockop, D. S.: Biochim. Biophys. Acta 420, 133 (1976)
Huggins, M. L., Ohtsuka, K., Morimoto, S.: J. Polym. Sci., Part C, 23, 343 (1968)
Poroshin, K. T., Chuvaeva, T. P., Shibnev, V. A.: Dokl. Akad. Nauk. Tadzik. SSR 12, 21 (1969)
Andreeva, N. S. et al.: Biofizika 6, 244 (1961)
Shibnev, V. A., Debabov, V. G.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1964, 1043
Shibnev, V. A., Rogulenkova, V. N., Andreeva, N. S.: Biofizica 10, 164 (1965)
Rogulenkova, V. N., Millionova, M. I., Andreeva, N. S.: J. Mol. Biol. 9, 253 (1964)
Traub, W., Yonath, A.: J. Mol. Biol. 16, 404 (1966)
Frey, P., Nitschmann, H.: Helv. Chim. Acta 59, 1401 (1976)
Heidemann, E., Bernhardt, H. W.: Das Leder 19, 281 (1968)
Heidemann, E., Bernhardt, H. W.: Nature 220, 1326 (1968)
Brown, F. R. et al.: J. Mol. Biol. 63, 85 (1972)
Brown, F. R., Hopfinger, A. J., Blout, E. R.: J. Mol. Biol. 63, 101 (1972)
Jones, J. H.: J. Chem. Soc. D. 1969 1436
Bloom, S. M. et al.: J. Am. Chem. Soc. 88, 2035 (1966)
Oriel, P. J., Blout, E. R.: J. Am. Chem. Soc. 88, 2041 (1966)
Brown, F. R., Carver, J. P., Blout, E. R.: J. Mol. Biol. 39, 307 (1969)
Segal, D. M., Traub, W.: J. Mol. Biol. 43, 487 (1969)
Blout, E. R., Lorenzi, G. P., Doyle, B. B.: Biochemistry 10, 3046 (1971)
Blout, E. R. et al.: Biochemistry 10, 3052 (1971)
Heidemann, E., Bernhardt, H. W.: Nature 216, 263 (1967)
Berg, R. A., Olsen, B. R., Prockop, D. J.: J. Biol. Chem. 245, 5759 (1970)
Olsen, B. R. et al.: J. Mol. Biol. 57, 589 (1971)
Okuyama, K. et al.: J. Mol. Biol. 72, 571 (1972); ibid. 72, 371 (1972)
Segal, D. M.: J. Mol. Biol. 43, 497 (1969)
Segal, D. M., Traub, W., Yonath, A.: J. Mol. Biol. 43, 519 (1969)
Shaw, B. S., Schurr, I. M.: Biopolymers 14, 1951 (1975)
Bonara, G. N., Toniolo, C.: Biopolymers 13, 1055 (1974); 13, 1067 (1974)
Engel, J., Han-Ten Chen, Prockop, D. S.: Biopolymers 16, 601 (1977)
Kitaoka, H., Sakakibara, S., Tani, H.: Bull. Chem. Soc., Japan 31, 802 (1958)
Tamburro, A. M., Scatturin, A., Marchiori, F.: Gazz. Chim. Ital. 98, 638 (1968)
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1970, 2822
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1970, 339
Khalikov, S. K., Poroshin, K. T., Shibnev, V. A.: Izv. Akad. nauk. Tadzh. SSR 11, 28 (1968)
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1970, 880
Poroshin, K. T., Burichenko, V. K.: Dokl. Akad. Nauk. Tadzh. SSR 11, 28 (1968)
Shibnev, V. A., Poroshin, K. T., Grechishko, V. S.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1966, 1493
Shibnev, V. A., Grechishko, V. S., Poroshin, K. T.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1967, 2327
Poroshin, D. T. et al.: Dokl. Akad. Nauk. Tadzh. SSR 13, 19 (1970)
Bell, J. R., Jones, J. H., Webb. T. C.: Int. J. Pept. Protein Res. 7, 235 (1975)
Poroshin, K. T, Chuvaeva, T. P., Shibnev, V. A.: Dokl. Akad. Nauk. Tadzh. SSR 12, 15 (1969)
Zegelman, A. B., Yusupov, T. Y., Poroshin, K. T.: Dokl. Akad. Nauk. Tadzh. SSR 13, 25 (1970)
Zegelman, A. B. et al.: Dokl. Akad. Nauk. Tadzh. SSR 15, 33 (1972)
Doyle, B. B. et al.: J. Mol. Biol. 51, 47 (1970)
Takahashi, S.: Bull. Chem. Soc., Japan 42, 521 (1969)
Iio, T., Takahashi, S.: Bull. Chem. Soc., Jpn. 43, 515 (1970)
Iio, T., Takahashi, S.: Bull. Inst. Chem. Res., Kyoto Univ. 49, 80 (1971)
Brack, A., Spach, G.: Biopolymers 11, 563 (1972)
Brack, A., Spach, G.: C. R. Acad. Sci., Paris, Ser. C271, 916 (1970)
Anderson, J. M., Rippon, W. B., Walton, A. G.: Biochem. Biophys. Res. Commun. 39, 802 (1970)
Burichenko, V. K., Morozova, L. V., Poroshin, K. T.: Dokl. Akad. Nauk. Tadzh. SSR 13, 26 (1970)
Yusupov, T. Y. et al.: Dokl. Akad. Nauk. Tadzh. SSR 12, 32 (1969)
DeTar, D. F., Vajda, T.: J. Am. Chem. Soc. 89, 998 (1967)
Burichenko, V. K. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1972, 2597
Johnson, B. J.: J. Chem. Soc. C. 1968, 3008
Feairweather, R., Jones, J. H.: J. Chem. Soc., Perkin Trans. I. 1972, 2475
Erian Beshava, N.: Doctor-Thesis, University Hohenheim 1978
Neiss, H. G.: unpublished results
Khodadadeh, K.: doctoral thesis, TH Darmstadt 1976
El Sheikh, M.: doctoral thesis, TH Darmsatdt 1978
Heppenheimer, K.: unpublished results 1978
Schmidt, A.: doctor thesis, TH Darmstadt 1975
Goren, H. J., McMillin, C. R., Walton, A. G.: Biopolymers 16, 1527 (1977)
Pysh, E. S.: J. Mol. Biol. 23, 587 (1967)
Pysh, E. S.: J. Chem. Phys. 52, 4723 (1969)
Kikuchi, Y., Fuchimoto, D., Tamiya, N.: Biochem. J. 115, 569 (1969)
Kobayashi, Y., Kyogoku, Y.: J. Mol. Biol. 81, 337 (1973)
Sakakibara, S. et al.: J. Mol. Biol. 65, 371 (1972)
Rothe, M., Schneider, H. J.: Angew. Chem. 82, 557 (1970); Angew. Chem. Int. Ed. Engl. 9, 535 (1970)
Shibnev, V. A. et al.: Izv. Akad. Nauk. SSSR, Ser. Khim. 1967, 1634
Lazarev, Yu. et al.: Biopolymers 17, 1215 (1978)
McBride, O. W., Harrington, W. F.: Biochemistry 6, 1499 (1967)
Harrington, W. F., Rao, N. V.: Biochemistry 9, 3714 (1970)
Harrington, W. F., Karr, G. M.: Biochemistry 9, 3725 (1970)
Hauschka, P. V., Harrington, W. F.: Biochemistry 9, 3725 (1970)
Ramachandran, G. N., Doyle, B., Blout, E. R.: Biopolymers 6, 1771 (1968)
Andries, J. C., Walton, A. C.: J. Mol. Biol. 54, 579 (1970)
Seba, J.: diploma thesis, TH Darmstadt 1976
Rosenbrock, H. H.: Comput. J. 3, 175 (1960)
Pörschke, D., Eigen, M.: J. Mol. Biol. 62, 361 (1971)
Kühn, K. et al.: Arch. Biochem. Biophys. 105, 387 (1965)
Weidner, H., Engel, J., Fietzek, P.: Peptides, Polypeptides and Proteins, Part V., John Wiley and Sons, New York 1974
Nowack, H.: Eur. J. Biochem. 70, 205 (1976)
Bächinger, H. P. et al.: Eur. J. Biochem. 90, 605 (1978)
Grathwol, C., Wüthrich, K.: Biopolymers 15, 2043 (1976)
Bächinger, H. P. et al.: Eur. J. Biochem. 106, 619 (1980)
Zimm, B. H., Bragg, J. K.: J. Chem. Phys. 31, 526 (1959)
Ising, E.: Z. Phys. 31, 253 (1925)
Saygin, Ö.: doctoral thesis, TH Darmstadt 1976
Go, N., Suezaki, Y.: Biopolymers 12, 1927 (1973)
Roth, W., Heidemann, E.: Biopolymers 19, 1909 (1980)
Privalov, P. L., Tiktopulo, E. J.: Biopolymers 9, 127 (1970)
Menashi, S. et al.: Biochim. Biophys. Acta 444, 623 (1976)
Sutoh, K., Noda, H.: Biopolymers 13, 2461 (1974)
Rich, A., Crick, F. H.: J. Mol. Biol. 3, 483 (1961)
Nemethy, G., Scheraga, H. A.: J. Chem. Phys. 36, 3387 (1962)
Ward, A. R., Mason, P.: J. Mol. Biol. 79, 431 (1973)
Berg, R. A. et al.: Biochim. Biophys. Acta 328, 553 (1973)
Ramachandran, G. N., Bansal, M., Bhatnagar, R. S.: Biochim. Biophys. Acta 322, 166 (1973)
Traub, W.: Isr. J. Chem. 12, 435 (1974)
S. Divanidis: Diploma thesis, Darmstadt 1978
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Heidemann, E., Roth, W. (1982). Synthesis and investigation of collagen model peptides. In: Polymerizations and Polymer Properties. Advances in Polymer Science, vol 43. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-11048-8_3
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