Synthesis of n-(jasmonoyl)amino acid conjugates

Kramell, Robert; Schmidt, Jürgen; Schneider, G.; Sembdner, G.; Schréiber, Klaus

doi:10.1016/s0040-4020(01)81437-x

Cited by 101 publications

(66 citation statements)

References 15 publications

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“…JA-Leu and JA-Ala also exhibited activity, suggesting that these derivatives are bioactive JAs as well. Although several studies have suggested that jasmonic acid, MeJA, and OPDA are active per se as signals in the JA pathway (32)(33)(34)(35)(36), these compounds showed no activity in the JAZ1 and JAZ3 pull-down assays. It is possible that these nonconjugated derivatives promote COI1 interaction with JAZ proteins whose ligand specificity is different from that described here for JAZ1 and JAZ3.…”

Section: Discussionmentioning

confidence: 91%

COI1 is a critical component of a receptor for jasmonate and the bacterial virulence factor coronatine

Katsir

Schilmiller

Staswick

et al. 2008

Proc. Natl. Acad. Sci. U.S.A.

722

608

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Section: Discussionmentioning

confidence: 91%

COI1 is a critical component of a receptor for jasmonate and the bacterial virulence factor coronatine

Katsir

Schilmiller

Staswick

et al. 2008

Proc. Natl. Acad. Sci. U.S.A.

722

608

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“…For phytohormone analysis, finely ground leaf material was extracted with 1.5 mL of methanol containing 60 ng of 9,10-D 2 -9,10-dihydrojasmonic acid, 60 ng of D 4 -salicylic acid, 60 ng of D 6 -ABA (Santa Cruz Biotechnology), and 15 ng of JA-[ 13 C 6 ]Ile conjugate as internal standards. JA-[ 13 C 6 ]Ile conjugate was synthesized as described by Kramell et al (1988) using [ 13 C 6 ]Ile (Sigma). The homogenate was mixed for 30 min and centrifuged at 14,000 rpm for 20 min at 4°C.…”

Section: Protein Extraction and Western Blotmentioning

confidence: 99%

CML42-Mediated Calcium Signaling Coordinates Responses to Spodoptera Herbivory and Abiotic Stresses in Arabidopsis

et al. 2012

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In the interaction between Arabidopsis (Arabidopsis thaliana) and the generalist herbivorous insect Spodoptera littoralis, little is known about early events in defense signaling and their link to downstream phytohormone pathways. S. littoralis oral secretions induced both Ca 2+ and phytohormone elevation in Arabidopsis. Plant gene expression induced by oral secretions revealed upregulation of a gene encoding a calmodulin-like protein, CML42. Functional analysis of cml42 plants revealed more resistance to herbivory than in the wild type, because caterpillars gain less weight on the mutant, indicating that CML42 negatively regulates plant defense; cml42 also showed increased aliphatic glucosinolate content and hyperactivated transcript accumulation of the jasmonic acid (JA)-responsive genes VSP2 and Thi2.1 upon herbivory, which might contribute to increased resistance. CML42 up-regulation is negatively regulated by the jasmonate receptor Coronatine Insensitive1 (COI1), as loss of functional COI1 resulted in prolonged CML42 activation. CML42 thus acts as a negative regulator of plant defense by decreasing COI1-mediated JA sensitivity and the expression of JA-responsive genes and is independent of herbivory-induced JA biosynthesis. JA-induced Ca 2+ elevation and root growth inhibition were more sensitive in cml42, also indicating higher JA perception. Our results indicate that CML42 acts as a crucial signaling component connecting Ca 2+ and JA signaling. CML42 is localized to cytosol and nucleus. CML42 is also involved in abiotic stress responses, as kaempferol glycosides were down-regulated in cml42, and impaired in ultraviolet B resistance. Under drought stress, the level of abscisic acid accumulation was higher in cml42 plants. Thus, CML42 might serve as a Ca 2+ sensor having multiple functions in insect herbivory defense and abiotic stress responses.

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“…Finely ground leaf material was extracted with 1 mL of methanol containing 40 ng of 9,10-D 2 -9,10-dihydrojasmonic acid, 40 ng D 4 -salicylic acid (Sigma-Aldrich), 40 ng D 6 -abscisic acid (Santa Cruz Biotechnology), and 8 ng of jasmonic acid-13 C6-isoleucine conjugate as internal standards. Jasmonic acid-13 C 6 -isoleucine conjugate was synthesized as described by Kramell et al (1988) using 13 C 6 -Ile (Sigma-Aldrich). The homogenate was mixed for 30 min and centrifuged at 14,000 rpm for 20 min at 4°C.…”

Section: Hormone Measurementsmentioning

confidence: 99%

N-Acyl-Homoserine Lactone Primes Plants for Cell Wall Reinforcement and Induces Resistance to Bacterial Pathogens via the Salicylic Acid/Oxylipin Pathway

et al. 2014

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The ability of plants to monitor their surroundings, for instance the perception of bacteria, is of crucial importance. The perception of microorganism-derived molecules and their effector proteins is the best understood of these monitoring processes. In addition, plants perceive bacterial quorum sensing (QS) molecules used for cell-to-cell communication between bacteria. Here, we propose a mechanism for how N-acyl-homoserine lactones (AHLs), a group of QS molecules, influence host defense and fortify resistance in Arabidopsis thaliana against bacterial pathogens. N-3-oxo-tetradecanoyl-Lhomoserine lactone (oxo-C14-HSL) primed plants for enhanced callose deposition, accumulation of phenolic compounds, and lignification of cell walls. Moreover, increased levels of oxylipins and salicylic acid favored closure of stomata in response to Pseudomonas syringae infection. The AHL-induced resistance seems to differ from the systemic acquired and the induced systemic resistances, providing new insight into inter-kingdom communication. Consistent with the observation that shortchain AHLs, unlike oxo-C14-HSL, promote plant growth, treatments with C6-HSL, oxo-C10-HSL, or oxo-C14-HSL resulted in different transcriptional profiles in Arabidopsis. Understanding the priming induced by bacterial QS molecules augments our knowledge of plant reactions to bacteria and suggests strategies for using beneficial bacteria in plant protection.

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Synthesis of n-(jasmonoyl)amino acid conjugates

Cited by 101 publications

References 15 publications

COI1 is a critical component of a receptor for jasmonate and the bacterial virulence factor coronatine

COI1 is a critical component of a receptor for jasmonate and the bacterial virulence factor coronatine

CML42-Mediated Calcium Signaling Coordinates Responses to Spodoptera Herbivory and Abiotic Stresses in Arabidopsis

N-Acyl-Homoserine Lactone Primes Plants for Cell Wall Reinforcement and Induces Resistance to Bacterial Pathogens via the Salicylic Acid/Oxylipin Pathway

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