Helix-coil transformation of poly(γ-benzyl-L-glutamate) with polystyrene attached to the N or C terminus in trifluoroacetic acid-chloroform mixtures

Polymer Journal

Volumn 44, Issue 2, 2012, Pages 189-194

  Itoh, Tomomichi ^a   Hatanaka, Takashi ^a   Ihara, Eiji ^a   Inoue, Kenzo ^a  

^a EHIME UNIVERSITY   (Japan)

Author keywords

block copolymer; chain terminus; chloroform; helix coil transformation; poly(g benzyl L glutamate) (PBLG); polystyrene; trifluoroacetic acid (TFA)

Indexed keywords

C TERMINUS; CHAIN TERMINUS; CONFORMATIONAL STABILITIES; HELICAL CONTENT; HELIX-COIL; POLY(G-BENZYL-L-GLUTAMATE) (PBLG); TRIFLUOROACETIC ACIDS;

BLOCK COPOLYMERS; CONJUGATE GRADIENT METHOD; POLYSTYRENES;

CHLORINE COMPOUNDS;

EID: 84856871848     PISSN: 00323896     EISSN: 13490540     Source Type: Journal    
DOI: 10.1038/pj.2011.113     Document Type: Article

References (27)

1. Klok, H.-A. Peptide/protein-synthetic polymer conjugates: Quo vadis. Macromolecules 42, 7990-8000 (2009).
2. Lecommandoux, S., Klok, H.-A. &Schlaad, H. in Block Copolymers in Nanoscience (ed. Lazzari, M., Liu, G., &Lecommandoux, S.) Ch. 6, 117-150 (WILEY-VCH Verlag GmbH &Co. KGaA, Weinheim, 2006).
3. Gallot, B. Comb-like and block liquid crystalline polymers for biological applications. Prog. Polym. Sci. 21, 1035-1088 (1996). (Pubitemid 126400341)
4. Ding, W., Lin, S., Lin, J. &Zhang, L. Effect of chain conformational change on micelle structures: Experimental studies and molecular dynamics. J. Phys. Chem. B 112, 776-783 (2008). (Pubitemid 351212515)
5. Rodríguez-Hernández, J. &Lecommandoux, S. Reversible inside-out micellization of pH-responsive and water-soluble vesicles based on polypeptide diblock copolymers. J. Am. Chem. Soc. 127, 2026-2027 (2005). (Pubitemid 40270489)
6. Klok, H.-A., Langenwalter, J. F. &Lecommandoux, S. Self-Assembly of peptide-based diblock oligomers. Macromolecules 33, 7819-7826 (2000).
7. Lecommandoux, S., Achard, M.-F., Langenwalter, J. F. &Klok, H.-A. Self-Assembly of rod-coil diblock oligomers based on a-helical peptides. Macromolecules 34, 9100-9111 (2001). (Pubitemid 34050753)
8. Doig, A. J. Recent advances in helix-coil theory. Biophys. Chem. 101-102, 281-293 (2002). (Pubitemid 35462053)
9. Cammas, S., Harada, A., Nagasaki, Y. &Kataoka, K. Poly(ethylene oxide-co-b-benzyl Laspartate) block copolymers: Influence of the poly(ethylene oxide) block on the conformationof the poly(b-benzyl L-Aspartate) segment in organic solvents. Macromolecules 29, 3227-3231 (1996).
10. Harada, A., Cammas, S. &Kataoka, K. Stabilized a-helix structure of poly(L-lysine)-block-poly(ethylene glycol) in aqueous medium through supramolecular assembly. Macromolecules 29, 6183-6188 (1996).
11. Pechar, M., Kopeèková, P., Joss, L. &Kopeèek, J. Associative diblock copolymers of poly(ethylene glycol) and coiled-coil peptides. Macromol. Biosci. 2, 199-206 (2002). (Pubitemid 44790975)
12. Vandermeulen, G. W. M., Tziatzios, C. &Klok, H.-A. Reversible self-organization of poly(ethylene glycol)-based hybrid block copolymers mediated by a de novo fourstranded a-helical coiled coil motif. Macromolecules 36, 4107-4114 (2003).
13. Hamley, I. W., Ansari, I. A., Castelletto, V., Nuhn, H., Rösler, A. &Klok, H.-A. Solution self-Assembly of hybrid block copolymers containing poly(ethylene glycol) and amphiphilic b-strand peptide sequences. Biomacromolecules 6, 1310-1315 (2005). (Pubitemid 40775046)
14. Kugo, K., Ohji, A., Uno, T. &Nishino, J. Synthesis and conformations of A-B-A tri-block copolymers with hydrophobic poly(g-benzyl L-glutamate) and hydrophilic poly(ethylene oxide). Polym. J. 19, 375-381 (1987). (Pubitemid 17604860)
15. Itoh, T., Iwai, T., Ihara, E. &Inoue, K. Conformational transformation of poly(gphenetyl-L-Aspartate) in block copolymer with polystyrene in 1,1,2,2-tetrachloroethane. Polym. J. 39, 853-860 (2007). (Pubitemid 47530937)
16. Steigman, J., Verdini, A. S., Montagner, C. &Strasorier, L. Protonation of peptides. II. Protonation of an amide and of a diamide in dichloroacetic acid, and the behavior of poly(g-benzyl-L-glutamate) in dichloroacetic acid and in some mixed solvents. J. Am. Chem. Soc. 91, 1829-1836 (1969).
17. Markley, J. L., Meadows, D. H. &Jardetzky, O. Nuclear magnetic resonance studies of helix-coil transitions in polyamino acids. J. Mol. Biol. 27, 25-40 (1967).
18. Bradbury, E. M., Crane-Robinson, C., Goldman, H. &Rattle, H. W. E. Proton magnetic resonance and the helix-coil transition. Nature 217, 812-816 (1968).
19. Bradbury, J. H. &Fenn, M. D. Helix to coil transition in poly-L-Amino acids. II. N.M.R. study of model compounds and poly-g-benzyl-L-glutamate. Aust. J. Chem. 22, 357-371 (1969).
20. Bradbury, E. M., Crane-Robinson, C. &Rattle, H. W. E. High resolution N.M.R. studies of poly-g-benzyl-L-glutamate: Effect of polydispersity and molecular weight. Polymer 11, 277-286 (1970).
21. Nagayama, K. &Wada, A. 220MHz PMR of monodisperse (PBLG) at the helix-coil transition region. Chem. Phys. Lett. 16, 50-51 (1972).
22. Crespo, J. S., Lecommandoux, S., Borsali, R., Klok, H.-A. &Soldi, V. Small-Angle neutron scattering from diblock copolymer poly(styrene-d8)-b-poly(g- benzyl L-glutamate) solutions: Rod-coil to coil-coil transition. Macromolecules 36, 1253-1256 (2003).
23. Tian, H. Y., Deng, C., Chen, X. S. &Jing, X. B. Biodegradable cationic PEG-PEI-PBLG hyperbranched block copolymer: Synthesis and micelle characterization. Biomaterials 26, 4209-4217 (2005). (Pubitemid 40430847)
24. Daly, W. H. &Poche, D. The preparation of N-carboxyanhydrides of a-Amino acids using bis(trichloromethyl)carbonate. Tetrahedron Lett. 29, 5859-5862 (1988).
25. Matyjaszewski, K. &Xia, J. Atom transfer radical polymerization. Chem. Rev. 101, 2921-2990 (2001). (Pubitemid 35377809)
26. Ullman, R. On the controversy over ''fast'' and ''slow'' helix-coil transition rates in polypeptides. Biopolymers (Peptide Science) 9, 471-483 (1970).
27. Aurora, R. &Rose, G. D. Helix capping. Protein Sci. 7, 21-38 (1998). (Pubitemid 28133743)