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Issue 15, 1998
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The biosynthetic origin of diketopiperazines derived from D-proline

Abstract

Investigations reveal that the structures assigned to D-α-amino acid containing diketopiperazines (DKPs) 21–25 isolated from the sponge Calyx CF. podatypa have been reported incorrectly. Synthetic studies and comparison with literature data have enabled the structures of these DKPs to be correctly reassigned. Evidence is presented to suggest that naturally occurring D-Pro-L-Xxx-DKPs are artifacts resulting from non-enzymatic epimerisation of the corresponding L-Pro-L-Xxx-DKP natural products.

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Article type: Paper
DOI: 10.1039/A802702A
Citation: J. Chem. Soc., Perkin Trans. 1, 1998,0, 2313-2320
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    The biosynthetic origin of diketopiperazines derived from D-proline

    S. D. Bull, S. G. Davies, R. M. Parkin and F. Sánchez-Sancho, J. Chem. Soc., Perkin Trans. 1, 1998, 0, 2313
    DOI: 10.1039/A802702A

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