Abstract
The study of the conformational behavior of polypeptides has intrinsic interest in a complex and challenging theoretical and experimental problem. There are also strong biological implications inasmuch as there are many known naturally occurring polypeptides, both linear and cyclic, with potent effects as hormones, toxins, antibiotics, and ionophores. It is very probable that these functions are closely related to the polymer chain conformations.1–5 Investigations of model polypepetides have been extremely useful for the interpretation of conformational behavior and for the elucidation of the interaction between proteins and other macromolecules. The conformational structures of polyproline and related compounds have been of particular interest due to the important role L-proline plays in effecting protein structure.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
W. F. Harrington, R. Joseph, and D. M. Segal, Ann. Rev. Biochim., 35, 599 (1966).
S. N. Timasheff and M. J. Gorbunoff, Ann. Rev. Biochim., 36, 13 (1967).
G. N. Ramachandran and V. Sasisekeharan, Adv. Protein Chem., 23, 283 (1968).
R.T. Ingwall and M. Goodman, “Synthesis and Conformation of Sequential Polypeptides of L-Alanine and B-Aminobutyric Acid,”Int. Rev. Sci., Org. Chem., Ser. 2, 1976, H. N. Rydon, Ed., Butterworth, London, p. 153.
For a review, see “Poly-a-amino Acids, Protein Models for Conformational Studies,” G. D. Fasman, Ed., Marcel Dekker, Inc., New York, N.Y., 1968.
C. Robinson and M. J. Bott, Nature, 168, 325 (1951).
C. G. Overberger and M. J. Han, Pure Appl. Chem., 39, 33 (1974).
C. G. Overberger and M. J. Han, J. Polym. Sci., Polym. Chem. Ed., 13, 2251 (1975).
C. G. Overberger an M. J. Han, J. Polym. Sci., Polym. Symp., 51, 155 (1975).
J. P. Jennings, W. Klyne, and P. M. Scopes, J. Chem. Soc., 294 (1965).
I. P. Dirk and F. L. J. Sixma, Rec. Trav. Chim., 83, 522 (1964).
W. Guffield, Chem. and Ind., 1460 (1964).
S. Nakamura, T. Chikaike, H. Yonehara, and H. Umezawa, Chem. Pharm. Bull., 13, 599 (1965).
G. W. Engstrom, J. V. DeLance, J. L. Richard, and A. L. Baetz, Agr. Food Chem., 23, 244 (1975).
J. Kollonitsch, A. N. Scott, and G. A. Doldouras, J. Am. Chem. Soc., 88, 3624 (1966).
T. Takahashi and K. Kariyone, Yakugaku Zasshi, 79, 711 (1959); Chem. Abstr., 53, 21940 (1959).
R. Adams and N. J. Leonard, J. Am. Chem. Soc., 66, 257 (1944).
D. A. Cox, A. W. Johnson, and A. B. Mauger, J. Chem. Soc., 5024 (1964).
T. Kulesza and M. Druri, Riehstoffe, Aromen. Koerperflegmittel, 16, 207 (1966); Chem. Abstr., 65: 10486h.
E. R. Hall, P. S. Beevor, and B. F. Nesbitt, J. Am. Chem. Soc., 71, 3468 (1949).
W. R. Roush, J. Am. Chem. Soc., 102, 1390 (1980).
J. H. Beaujon and W. H. Hartung, J. Am. Pharm. Assoc., Sci. Ed., 41, 578 (1952).
A. J. Zambito and E. E. Howe, Org. Syn., Coli. Vol. 5, 373–376.
A. B. Mauger, F. Irreverve, and B. Witkop, J. Am. Chem. Soc., 87, 4975 (1965).
S. L. Friess, A. A. Patchett, and B. Witkop, J. Am. Chem. Soc., 79, 459 (1957)
D. I. Weisblat, B. J. Magerlein, and D. R. Myers, J. Am. Chem. Soc., 75, 3630 (1953).
C. G. Overberger and Y. S. Jon, J. Polym. Sci., Chem. Ed., 15, 1413 (1977).
C. G. Overberger and M. D. Shalati, Eur. Polym. J., 19, 1055 (1983).
C. G. Overberger, K. H. David, and J. A. Moore, Macromolecules, 5, 368 (1972).
C. G. Overberger and W. W. Yang, J. Polym. Sci., Polym. Chem. Ed., 21, 1643 (1983).
C. G. Overberger and K. Ahn, J. Polym. Sci., Polym. Chem. Ed., 21, 1699 (1983).
E. R. Blout and R. H. Karlson, J. Am. Chem. Soc., 78, 941 (1956).
W. D. Fuller, M. S. Verlander, and M. Goodman, Biopolymers, 15, 1869 (1976).
M. Idelson and E. R. Blout, J. Am. Chem. Soc., 80, 2387 (1958).
E. S. Pysh, J. Mol. Biol., 23, 587 (1967).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1985 Plenum Press, New York
About this chapter
Cite this chapter
Tiba, O., Overberger, C.G. (1985). Synthesis and Separation of cis- and trans-3-Ethylproline; Polymerization and Conformational Studies of Poly trans-3-Ethyl-D-Proline. In: Culbertson, B.M., McGrath, J.E. (eds) Advances in Polymer Synthesis. Polymer Science and Technology, vol 31. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-2121-7_21
Download citation
DOI: https://doi.org/10.1007/978-1-4613-2121-7_21
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4612-9254-8
Online ISBN: 978-1-4613-2121-7
eBook Packages: Springer Book Archive