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Syntheses of methylketones of peptides with C-terminal optically active lysine: Removal of the benzyloxycarbonyl group

Synthesen von Methylketonen von Peptiden mit C-terminalem optisch aktivem Lysin: Entfernung der Benzyloxycarbonylschutzgruppe

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

Summary

Several methods for the removal of the benzyloxycarbonyl group fromZ-Ala-Phe-Lys(Z)-CH3 have been tested. Only catalytic hydrogenation in acetic acid gives the desired products with satisfactory yield and without racemization at C-α of lysine.

Zusammenfassung

Verschiedene Methoden zur Entfernung der Benzyloxycarbonylschutzgruppe vonZ-Ala-Phe-Lys(Z)-CH3 wurden untersucht. Nur durch katalytische Hydrierung Essigsäure können die gewünschten Produkte in zufriedenstellender Ausbeute und ohne Racemisierung am C-α des Lysins erhalten werden.

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References

  1. Fittkau S, Jahreis G (1984) J Prakt Chem326: 48

    Google Scholar 

  2. Fittkau S, Smalla K, Pauli D (1984) Biomed Biochim Acta43: 887

    Google Scholar 

  3. Brömme D, Bartels B, Kirschke H, Fittkau S (1989) J Enzyme Inhib3: 13

    Google Scholar 

  4. Peters K, Fittkau S (1990) Biomed Biochim Acta49: 173

    Google Scholar 

  5. Peters K, Fittkau S (1993) J Chrom648: 91

    Google Scholar 

  6. McMurray JS, Dyckes DF (1985) J Org Chem50: 1112

    Google Scholar 

  7. McMurray JS, Dyckes DF (1986) Biochemistry25: 2298

    Google Scholar 

  8. Midura-Nowaczek K (1996) J Prakt Chem338 380

    Google Scholar 

  9. Fittkau S, Jahreis G, Peters K, Balaspiri L (1986) J Prakt Chem328: 529

    Google Scholar 

Download references

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Authors and Affiliations

  1. Institute of Chemistry, University of Warsaw, Białystok Branch, PL-15443, Białystok, Poland

    K. Midura-Nowaczek

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  1. K. Midura-Nowaczek
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Midura-Nowaczek, K. Syntheses of methylketones of peptides with C-terminal optically active lysine: Removal of the benzyloxycarbonyl group. Monatsh Chem 128, 207–210 (1997). https://doi.org/10.1007/BF00807310

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  • DOI: https://doi.org/10.1007/BF00807310

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