The Role of Dehydroalanine in Catalysis by Histidine Ammonia Lyase

Authors

  • Dr. Martin Langer,

    1. Institut für Organische Chemie der Universität, Richard-Willstätter-Allee, D-76128 Karlsruhe (Germany). Telefax: Int. code + (721)608-4823
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  • Dr. Andrea Pauling,

    1. Institut für Organische Chemie der Universität, Richard-Willstätter-Allee, D-76128 Karlsruhe (Germany). Telefax: Int. code + (721)608-4823
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  • Prof. Dr. János Rétey

    Corresponding author
    1. Institut für Organische Chemie der Universität, Richard-Willstätter-Allee, D-76128 Karlsruhe (Germany). Telefax: Int. code + (721)608-4823
    • Institut für Organische Chemie der Universität, Richard-Willstätter-Allee, D-76128 Karlsruhe (Germany). Telefax: Int. code + (721)608-4823
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  • This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

Abstract

original image

Not the α-amino group but the 5-position of the imidazole ring functions as a nucleophile towards the prosthetic dehydroalanine residue in the deamination of histidine catalyzed by histidine ammonia lyase (HAL) [Eq. (a)]. The results discussed here strongly support this proposal.

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