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Gastrin and Cholecystokinin

An Arduous Task for the Peptide Chemist

  • Conference paper
Natural Product Chemistry

Summary

Both during synthesis and storage as well as handling of gastrin- and cholecystokinin-peptides serious difficulties related to a sequence-dependent high reactivity of various side chain functions were encountered. Thus, methods were devised to bypass or at least control side reactions along the synthetic routes, and analogs were designed to enhance the stability of the peptide factors with concomitant retainment of full hormonal potency. The access of these gastrin- and cholecystokinin-peptides allowed intensive physiological, biological and conformational studies aimed at a better understanding of the mechanism of action of this class of hormones. Additional attention was paid to particular derivatives well suited to improve the immunochemical methods as needed for a deeper insight into the physiological significance of the remarkable heterogeneity of these gut hormones.

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Abbreviations

Mox:

methoxinine (oxa-analog of methionine)

DCC:

dicylo-hexylcarbodiimide

HONSu:

N-hydroxysuccinimide

HOBt:

1-hy-droxybenzotriazole

DMF:

dimethylformamide

NMP:

N-methylpyr-rolidone

MEI:

2-morpholinoethylisocyanide

CCK:

cholecysto-kinin-pancreozymin

HG:

human gastrin, whereby the additional number indicates the chain-length of the gastrin peptide

tlc:

thin-layer chromatography

hplc:

high performance liquid chromatography

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Authors and Affiliations

  1. Abteilung Peptidchemie, Max-Planck-Institut für Biochemie, D-8033, Martinsried bei München, Germany

    Luis Moroder & Erich Wünsch

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  1. Luis Moroder
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  2. Erich Wünsch
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Editors and Affiliations

  1. H.E.J. Research Institute of Chemistry, University of Karachi, Karachi-32, Pakistan

    Atta-ur Rahman

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© 1986 Springer-Verlag Berlin Heidelberg

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Moroder, L., Wünsch, E. (1986). Gastrin and Cholecystokinin. In: Rahman, Au. (eds) Natural Product Chemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-71425-2_14

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  • DOI: https://doi.org/10.1007/978-3-642-71425-2_14

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-71427-6

  • Online ISBN: 978-3-642-71425-2

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