Fluorescent-labeled Ac-AMPs with antifungal and chitin-binding properties: Usefulness of an anthraniloyl group as a fluorescent-labeling group
2005
Hyakutake, S.(Saga Univ. (Japan). Faculty of Agriculture) | Ando, S. | Seki, K. | Uchida, Y. | Ueda, T.
Chitin-binding antifungal peptides Ac-AMPs (a mixture of Ac-AMP I and Ac-AMP 2), isolated from the seeds of Amaranthus caudatus , were easily fluorescent-labeled with an anthraniloyl (Ant) group using isatoic anhydride. The mass spectrum showed that monoAnt-Ac-AMP 1 and diAnt-Ac-AMP 1 have been synthesized. The fluorescent Ac-AMPs (a mixture of monoAnt- and diAnt-Ac-AMP I ) had an affinity to chitin and a fungus, Valsa ceratosperma Maire: The binding with the latter gave the clear image of the hyphal structure with a fluorescence microscope. Furthermore, they retained an antifungal activity against Valsa ceratosperma Maire. These results show that an Ant group is a good fluorophore without perturbing the properties which parent Ac-AMPs have. The fluorescent Ac-AMPs prepared in this study can be a good tool to know the relationship between a chitin-affinity and an antifungal activity.
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