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Nin-4-Nitrobenzenesulfonyl Tryptophan: A Convenient Preparation of N α-Boc and N α-Fmoc Derivatives

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Part of the book series: American Peptide Symposia ((APSY,volume 7))

Abstract

Protection of the indole moiety of tryptophan is often required because it is susceptible to oxidative degradation and to alkylation, when acidic conditions are used for removal of protecting groups in peptide synthesis [1]. Recently Nbs-group has been proposed for side protection of tryptophan [2]. Laborious synthesis of such protected derivatives, however, limits its application in SPPS and prompted us to develop convenient method of introducing Nbs-protection to the indole moiety of tryptophan.

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References

  1. Field, G.B., Noble, R.L. Int. J. Peptide Protein Res. 35, 161 (1990).

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  2. Sabirov, A.N., Samukov, V.V., Pozdnyakov, P.I., Kim, H.J., In Fields, G.B., Tarn, J.P. and Barany, G. (Eds.) Peptides for the New Millenium (Proceedings of the 16th American Peptide Symposium), Kluwer, Dordrecht, 1999, p. 60.

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© 2001 Springer Science+Business Media Dordrecht

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Sabirov, A., Hong, A. (2001). Nin-4-Nitrobenzenesulfonyl Tryptophan: A Convenient Preparation of N α-Boc and N α-Fmoc Derivatives. In: Lebl, M., Houghten, R.A. (eds) Peptides: The Wave of the Future. American Peptide Symposia, vol 7. Springer, Dordrecht. https://doi.org/10.1007/978-94-010-0464-0_28

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  • DOI: https://doi.org/10.1007/978-94-010-0464-0_28

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-3905-5

  • Online ISBN: 978-94-010-0464-0

  • eBook Packages: Springer Book Archive

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