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Article dans une revue

Synthesis of the trans-fusarinine scaffold

Abstract :

The trans-fusarinine backbone is a common feature encountered in many fungal siderophores. This monomer is notably the structural base of Nα-methyl coprogen B and dimerumic acid. Both siderophores are known to be secreted by Scedosporium apiospermum, an emerging pathogenic fungus studied for its high involvement in invasive infections of immunocompromised patients. The strategy developed here for the synthesis of the trans-fusarinine scaffold relies on the preparation of both N-hydroxyornithine and 3-anhydroxymevalonic acid subunits starting from l-ornithine and 3-butyn-1-ol, respectively. The coupling of these two building blocks led to the expected protected backbone.

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Article dans une revue
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https://hal.univ-angers.fr/hal-03247640
Contributeur : Okina Université d'Angers <>
Soumis le : jeudi 3 juin 2021 - 11:02:42
Dernière modification le : vendredi 4 juin 2021 - 03:32:03

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Samuel Bertrand, Olivier Duval, Jean-Jacques Helesbeux, Gérald Larcher, Pascal Richomme. Synthesis of the trans-fusarinine scaffold. Tetrahedron Letters, Elsevier, 2010, 51 (16), pp.2119 - 2122. ⟨10.1016/j.tetlet.2010.02.058⟩. ⟨hal-03247640⟩

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