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Zur Totalsynthese von Human-Sekretin

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The synthesis of the heptacosapeptide amide with the primary structure of Human-secretin is described. For this purpose 7 fragments were designed, i.e. H-Gly-Leu-Val-NH2 〈25–27b〉,Z-Arg(Z 2)-Leu-Leu-Gln-OH 〈21–24〉,Z-Arg(Z 2)-Leu-Gln-OH 〈18–20〉,Z-Arg(Z 2)-Glu(OtBu)-Gly-Ala-OH 〈14–17〉,Z-Arg(Z 2)-Leu-OH 〈12–13〉,Z-Thr(tBu)-Ser(tBu)-Glu(OtBu)-Leu-Ser(tBu)-OH 〈7–11〈,Adoc-His(Adoc)-Ser(tBu)-Asp(OtBu)-Gly-Thr(tBu)-Phe-OH 〈1–6〈 these fragments were consequently assembled to the overall protected total sequence using the Wünsch/Weygand-method with dicyclohexylcarbodiimide. After deprotection by exposure to trifluoroacetic acid in presence of 1,2-ethanedithiol and water as scavenger, the isolated crude product was purified by column chromatography on CM-Sepharose, fast flow. This synthetized Human-secretin showed the full biological activity in comparison to Porcine-secretin.

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Authors and Affiliations

  1. Max-Planck-Institut für Boichemie, Abteilung für Peptidchemie, D-8033, Martinsried, Bundesrepublik Deutschland

    E. Wünsch, G. Wendlberger, W. Göhring, G. Hübener & B. Traving

Authors
  1. E. Wünsch
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  2. G. Wendlberger
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  3. W. Göhring
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  4. G. Hübener
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  5. B. Traving
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Additional information

Herrn Prof. Dr. E. Bayer zum 65. Geburtstag gewidmet.

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Wünsch, E., Wendlberger, G., Göhring, W. et al. Zur Totalsynthese von Human-Sekretin. Monatsh Chem 124, 577–586 (1993). https://doi.org/10.1007/BF00819525

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  • DOI: https://doi.org/10.1007/BF00819525

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