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The Contribution of Romidepsin to the Herbicidal Activity of Burkholderia rinojensis Biopesticide
journal contribution
posted on 2020-02-24, 15:47 authored by Daniel
K. Owens, Joanna Bajsa-Hirschel, Stephen O. Duke, Caio A. Carbonari, Giovanna L. G.
C. Gomes, Ratnakar Asolkar, Louis Boddy, Franck E. DayanThe culture broth of Burkholderia
rinojensis strain
A396 is herbicidal to a number of weed species with greater observed
efficacy against broadleaf than grass weeds. A portion of this activity
is attributed to romidepsin, a 16-membered cyclic depsipeptide bridged
by a 15-membered macrocyclic disulfide. Romidepsin, which is present
in small amounts in the broth (18 to 25 μg mL–1), was isolated and purified using standard chromatographic techniques.
It was established that romidepsin is a natural proherbicide that
targets the activity of plant histone deacetylases (HDAC). Assays
to measure plant HDAC activity were optimized by testing a number
of HDAC substrates. The activity of romidepsin was greater when its
macrocyclic-forming disulfide bridge was reduced to liberate a highly
reactive free butenyl thiol side chain. Reduction was achieved using
200 mM tris(2-carboxyethyl)phosphine hydrochloride. A similar
bioactivation of the proherbicide via reduction of the disulfide bridge
of romidepsin was observed in plant-cell-free extracts. Molecular
dynamic simulation of the binding of romidepsin to Arabidopsis
thaliana HDAC19 indicated the reduced form of the compound
could reach deep inside the catalytic domain and interact with an
associated zinc atom required for enzyme activity.
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proherbicide16- membered cyclic depsipeptide bridgedbutenyl thiol side chainenzyme activityplant-cell-free extractsculture brothzinc atomgrass weedsplant histone deacetylasesArabidopsis thaliana HDAC 19Herbicidal ActivityBurkholderia rinojensis BiopesticideRomidepsinweed speciesBurkholderia rinojensis straindisulfide bridgemacrocyclic-forming disulfide bridge15- membered macrocyclic disulfideHDAC substratesmeasure plant HDAC activityromidepsin
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