Hostname: page-component-7b7567c8c-2n9c9 Total loading time: 0 Render date: 2026-11-15T18:20:03.796Z Has data issue: false hasContentIssue false
  • English
  • Français

Synthesis and Characterization of Star Polypeptide Nonlinear Optical Materials

Published online by Cambridge University Press:  15 February 2011

Thomas M. Cooper,
Weijie Su,
Zbigniew Tokarski and
W. Wade Adams
Thomas M. Cooper
Affiliation:
Wright Laboratory, WL/MLPJ, 3005 P St. Ste 1, Wright-Patterson AFB, OH 45433
Weijie Su
Affiliation:
Wright Laboratory, WL/MLPJ, 3005 P St. Ste 1, Wright-Patterson AFB, OH 45433
Zbigniew Tokarski
Affiliation:
Science Applications International Corporation, Dayton, OH 45432
W. Wade Adams
Affiliation:
Wright Laboratory, WL/MLPJ, 3005 P St. Ste 1, Wright-Patterson AFB, OH 45433
Get access

Abstract

To develop novel polypeptide-based thin films, a series of star polypeptides modified with nonlinear optical chromophores has been synthesized. Using amino-substituted tetraphenyl porphyrin as an initiator, the N-carboxy anhydride of γ-benzyl L-glutamic acid was polymerized onto the porphyrin at a monomer to initiator ratio 20:1. The resulting four-branch star was modified with a selection of dyes. Dyes that modified both the N-terminus and benzyl side chain were used. We demonstrated feasibility of insertion of a metal ion into the polypeptide porphyrin core. The polypeptide series was characterized by UV/VIS, FTIR, and CD. The UV/VIS data suggested ease of modification of both the N-terminus and side chains. The FTLR and CD data show the resulting polypeptides were ∝-helical. The results demonstrate the feasibility of modifying the optical properties of a porphyrin by three approaches: insertion of metal, attachment of dye to N-terminus or modification of γ-benzyl L-glutamate side chain.

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

Article purchase

Temporarily unavailable

References

REFERENCES

1. Daly, W. H., Poche, D., Russo, P. S., Negulescu, I., Polymer Preprints 33, 188, (1992).Google Scholar
2. Nishino, N., Mihara, H., Kiyota, H., Kobata, K., Fujimoto, T., J. Chem. Soc., Chem. Commun., 162, (1993).Google Scholar
3. Nishino, N., Mihara, H., Hasegawa, R., Yanai, T., Fujimoto, T., J. Chem. Soc., Chem. Commun., 692, (1992).Google Scholar
4. Thompson, D. H., Kim, J., Meglio, C. Di, SPIE Organic and Biological Optoelectronics 1853, 142, (1993).Google Scholar
5. Gust, D. et al. , J. Am. Chem. Soc. 114, 3590, (1992).Google Scholar
6. Devane, M. M., Optics Commun. 52, 136, (1984).Google Scholar
7. Prathapan, S., Johnson, T. E., Lindsey, J. S., J. Am. Chem. Soc. 115, 7519, (1993).Google Scholar
8. Mansour, K. et al. , SPIE Organic and Biological Optoelectronics 1853, 132, (1993).Google Scholar
9. Dolphin, D., Ed., The Porphyrins, Vol 1, Structure and Synthesis Part A (Academic Press, New York, 1978).Google Scholar
10. Daly, W. H., Poche, D., Tetrahedron Lett. 29, 5859, (1988).Google Scholar
11. Larock, R. C., Comprehensive Organic Transformations: A Guide to Functional Group Preparations (VCH Publishers Inc., New York, 1989).Google Scholar
12. Buchler, W. J., in The Porphyrins, Vol I, Structure and Synthesis Part A Dolphin, D., Ed. (Academic Press, New York, 1978) pp. 390.Google Scholar
13. Gouterman, M., in The Porphyrins Dolphin, D., Ed. (Academic Press, New York, 1978), vol. III, pp. 1.Google Scholar
14. Dorough, G. D., Miller, J. R., Huennekens, F. M., J. Am. Chem. Soc. 73, 4315, (1951).Google Scholar