TY - JOUR
T1 - Abutilon theophrasti´s Defense Against The Allelochemical Benzoxazolin-2(3H)-One: Support by Actinomucor Elegans
AU - Kia, Sevda Haghi
AU - Schulz, Margot
AU - Ayah, Emmanuel
AU - Schouten, Alexander
AU - Müllenborn, Carmen
AU - Paetz, Christian
AU - Schneider, Bernd
AU - Hofmann, Diana
AU - Disko, Ulrich
AU - Tabaglio, Vincenzo
AU - Marocco, Adriano
PY - 2014
Y1 - 2014
N2 - Abutilon theophrasti Medik., previously found to be rather insensitive to benzoxazinoid containing rye mulch and the allelochemical benzoxazolin-2(3H)-one (BOA), can be associated with the zygomycete Actinomucor elegans,
whereby the fungus colonizes the root relatively superficially and mainly in the maturation zone. The fungus mitigates necrosis of the cotyledons when seedlings are incubated with 2 mMBOA, in contrast to those that lack the fungus. In liquid cultures of the fungus, tryptophan was identified. The accumulation of tryptophan is increased in presence of BOA. This
amino acid seems to be important in protecting Abutilon against BOA and its derivatives since it suppressed the accumulation of BOA derived, highly toxic 2-aminophen-oxazin-
3-one (APO) in the medium and on the root surface during BOA incubations of Abutilon seedlings. Although A. elegans is insensitive to BOA and APO, the fungus is not able to protect the plant against harmful effects of APO, when seedlings are treated with the compound. Abutilon can detoxify BOA via BOA-6-OH glucosylation probably by a cell wall associated glucosyltransferase, but only low amounts of the product accumulate. Low tryptophan concentrations can contribute to a degradation of the toxic intermediate BOA-6-OH by Fenton reactions, whereby the amino acid is oxidized. One of the oxidation products was identified as 4(1H)-quinolinone, which is the core substructure of the quorum sensing molecule 2-heptyl-3-hydroxy-4-quinolone. The mutualistic association
of Abutilon theophrasti with Actinomucor elegans is considered
as opportunistic and facultative. Such plant-fungus associations depend rather likely on environmental conditions,such as the mode of fertilization.
AB - Abutilon theophrasti Medik., previously found to be rather insensitive to benzoxazinoid containing rye mulch and the allelochemical benzoxazolin-2(3H)-one (BOA), can be associated with the zygomycete Actinomucor elegans,
whereby the fungus colonizes the root relatively superficially and mainly in the maturation zone. The fungus mitigates necrosis of the cotyledons when seedlings are incubated with 2 mMBOA, in contrast to those that lack the fungus. In liquid cultures of the fungus, tryptophan was identified. The accumulation of tryptophan is increased in presence of BOA. This
amino acid seems to be important in protecting Abutilon against BOA and its derivatives since it suppressed the accumulation of BOA derived, highly toxic 2-aminophen-oxazin-
3-one (APO) in the medium and on the root surface during BOA incubations of Abutilon seedlings. Although A. elegans is insensitive to BOA and APO, the fungus is not able to protect the plant against harmful effects of APO, when seedlings are treated with the compound. Abutilon can detoxify BOA via BOA-6-OH glucosylation probably by a cell wall associated glucosyltransferase, but only low amounts of the product accumulate. Low tryptophan concentrations can contribute to a degradation of the toxic intermediate BOA-6-OH by Fenton reactions, whereby the amino acid is oxidized. One of the oxidation products was identified as 4(1H)-quinolinone, which is the core substructure of the quorum sensing molecule 2-heptyl-3-hydroxy-4-quinolone. The mutualistic association
of Abutilon theophrasti with Actinomucor elegans is considered
as opportunistic and facultative. Such plant-fungus associations depend rather likely on environmental conditions,such as the mode of fertilization.
KW - 2-Aminophen-oxazin-3-one
KW - Abutilon theophrasti Medik
KW - Actinomucor elegans
KW - Benzoxazolin-2(3H)-one
KW - Detoxification
KW - Plant-microbial interactions
KW - Tryptophan
KW - Weeds
KW - 2-Aminophen-oxazin-3-one
KW - Abutilon theophrasti Medik
KW - Actinomucor elegans
KW - Benzoxazolin-2(3H)-one
KW - Detoxification
KW - Plant-microbial interactions
KW - Tryptophan
KW - Weeds
UR - http://hdl.handle.net/10807/61843
UR - http://link.springer.com/article/10.1007/s10886-014-0529-7
U2 - 10.1007/s10886-014-0529-7
DO - 10.1007/s10886-014-0529-7
M3 - Article
SN - 0098-0331
VL - 40
SP - 1286
EP - 1298
JO - Journal of Chemical Ecology
JF - Journal of Chemical Ecology
ER -