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Versatile synthesis of fluorescent, cross-linked peptides as biological probes with the advantage of high helix content

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Abstract

A variety of fluorophores were introduced at the N-termini of short peptides for use as biological-probes. The fluorescent peptides were cross-linked with a diacetylenic cross-linking agent between the amino acid side chains of ornithine (Orn) residues to produce peptides with high helix content.

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Notes

  1. Other helical peptides and helical mimetics are discussed in Refs. [3–5].

  2. Synthesis of the fluorophore-based carboxylic acids of A·2 and A·4 is discussed elsewhere [9, 10].

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Acknowledgments

This work was partially supported by Grants-in-Aid for Scientific Research (B) (22350072) and for Young Scientists (B) (23750184) from the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan.

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Authors and Affiliations

  1. Department of Applied Chemistry and Biochemistry, Kyushu Sangyo University, Fukuoka, 813-8503, Japan

    Kazuhisa Fujimoto

  2. Graduate School of Pharmaceutical Sciences, University of Toyama, Toyama, 930-0194, Japan

    Masaoki Kajino & Masahiko Inouye

Authors
  1. Kazuhisa Fujimoto
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  2. Masaoki Kajino
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  3. Masahiko Inouye
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Correspondence to Kazuhisa Fujimoto or Masahiko Inouye.

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Fujimoto, K., Kajino, M. & Inouye, M. Versatile synthesis of fluorescent, cross-linked peptides as biological probes with the advantage of high helix content. Res Chem Intermed 39, 311–319 (2013). https://doi.org/10.1007/s11164-012-0651-5

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  • DOI: https://doi.org/10.1007/s11164-012-0651-5

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