"Threading" of Β-sheet peptides via radical polymerization

Biomacromolecules

Volumn 8, Issue 2, 2007, Pages 318-321

  Mori, Takeshi ^a   Yasutake, Shiro ^b   Inoue, Hideki ^b   Minagawa, Keiji ^b   Tanaka, Masami ^c   Niidome, Takuro ^a   Katayama, Yoshiki ^a  

^a KYUSHU UNIVERSITY   (Japan)

^b UNIVERSITY OF TOKUSHIMA   (Japan)

^c TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DENATURATION; FREE RADICAL POLYMERIZATION; PHOTOPOLYMERIZATION; SYNTHESIS (CHEMICAL);

DIENE GROUP; THREADING;

PEPTIDES;

ALKADIENE; HEXAFLUORO 2 PROPANOL; PEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; BETA SHEET; CONTROLLED STUDY; DENATURATION; PEPTIDE SYNTHESIS; POLYMERIZATION; PRIORITY JOURNAL; PROTEIN STABILITY;

ALKADIENES; PEPTIDES; PHOTOCHEMISTRY; PROPANOLS; PROTEIN DENATURATION; PROTEIN STRUCTURE, SECONDARY;

EID: 33847302030     PISSN: 15257797     EISSN: None     Source Type: Journal    
DOI: 10.1021/bm060835n     Document Type: Article

References (16)

1. Yao, J.; Asakura, T. In Encyclopedia of Biomaterials and Biomedical Engineering; Wnek, G. E., Bowlin, G. L., Eds.; Marcel Dekker: New York, 2004; Vol. 2, p 1363.
2. (a) Holmes, T. C.; de Lacalle, S.; Su. X.; Liu, G.; Rich, A.; Zhang, S. Proc. Natl. Acad Sci. U.S.A. 2000, 97, 6728.
3. (b) Kretsinger, J. K.; Haines, L. A.; Ozbas, B.; Pochan, D. J.; Schneider, J. P. Biomaterials 2005, 26, 5177.
4. (c) Aggeli, A.; Bell, M.; Boden, N.; Keen, J. N.; Knowles, P. F.; McLeish, T. C. B.; Pitkeathly, M.; Radford, S. E. Nature 1997, 386, 259.
5. (a) Matsuura, K.; Murasato, K.; Kimizuka, N. J. Am. Chem. Soc. 2005, 12 7, 10148.
6. (b) Behanna, H. A.; Dormers, J. J. J. M.; Gordon, A. C.; Stupp, S. I. J. Am. Chem. Soc. 2005, 127, 1193.
7. (a) Loughlin, W. A.; Tyndall, J. D. A.; Glenn, M. P.; Fairlie, D. P. Chem. Rev. 2004, 104, 6085.
8. (b) Andrews, M. J. I.; Tabor, A. B. Tetrahedron 1999, 55, 11711.
9. (a) Schafmeister, C. E.; Po, J.; Verdine, G. L. J. Am. Chem. Soc. 2000, 122, 5891.
10. (b) Kapurniotu, A.; Tayler, J. W. J. J. Med. Chem. 1995, 38, 836.
11. Pauling, L.; Corey, R. B. Proc. Natl. Acad. Sci. U.S.A. 1951, 37, 729.
12. Matsumoto, A.; Sada, K.; Tashiro, K.; Miyata, M.; Tsubouchi, T.; Tanaka, T.; Odani, T.; Nagahama, S.; Tanaka, T.; Inoue, K.; Saragai, S.; Nakamoto, S. Angew. Chem., Int. Ed. 2002, 41, 2502.
13. We previously reported that in the crystalline state polymerization of a monopeptide a β-sheet is an effective template for polymerization of diacetylene, which has the same polymerizable distance as diene (5 Å). Mori, T.; Shimoyama, K.; Fukawa, Y.; Minagawa, K.; Tanaka, M. Chem. Lett. 2005, 34, 116.
14. Zhang, S.; Holmes, T.; Lockshin, C.; Rich, A. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 3334.
15. Sheradsky, T.; Silcoff, E. R. Molecules 1998, 3, 80.
16. This extreme improvement in the stability of the polymerized β-sheet against acidification is probably because of (a) a decrease in the pK, of the Glu residues due to a strong interaction between Glu residues and their neighboring Lys residues or (b) limited mobility of the β-strands due to forced linking among the strands.