A plant hormone
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(±)-Jasmonic Acid-Isoleucine

Item No. 10740

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-[(1R,2R)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine, N-[2-[(1S,2S)-3-oxo-2-(2Z)-2-penten-1-ylcyclopentyl]acetyl]-L-isoleucine
Synonyms
  • (±)-JA-Ile
Molecular Formula
C18H29NO4
Formula Weight
323.4
Purity
≥95% (mixture of isomers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 16 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 3 mg/ml
SMILES
C[C@@H](CC)[C@@H](C(O)=O)NC(C[C@H]([C@H]1C/C=C\CC)CCC1=O)=O
InChi Code
InChI=1S/C18H29NO4/c1-4-6-7-8-14-13(9-10-15(14)20)11-16(21)19-17(18(22)23)12(3)5-2/h6-7,12-14,17H,4-5,8-11H2,1-3H3,(H,19,21)(H,22,23)/b7-6-/t12-,13+,14+,17?/m0/s1
InChi Key
IBZYPBGPOGJMBF-MAXRTEDRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    (±)-Jasmonic acid-isoleucine (JA-Ile) is a mixture of JA-Ile isomers. JA-Ile is a plant hormone formed by the conjugation of jasmonic acid (Item No. 88300) and the amino acid isoleucine.1 JA-Ile signals through a co-receptor complex composed of the jasmonate ZIM-domain (JAZ) repressor proteins and an E1 ubiquitin ligase complex containing the F-box Coronatine Insensitive 1 (COI1).2,1 Activation of the COI1-JAZ complex directs the degradation of the JAZ protein, resulting in the release of transcription factors bound and inhibited by JAZ.2,1 JA-Ile contributes to several aspects of plant growth and development and levels increase under stress conditions leading to the production of defense compounds and inhibition of growth.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Katsir, L., Chung, H.S., Koo, A.J.K., et al. Jasmonate signaling: A conserved mechanism of hormone sensing. Curr. Opin. Plant Biol. 11(4), 428-435 (2008).

    2. Goossens, J.F., Fernández-Calvo, P., Schwizer, F., et al. Jasmonates: Signal transduction components and their roles in environmental stress responses. Plant. Mol. Biol. 91(6), 673-689 (2016).

    3. Kang, J.-H., Wang, L., Giri, A., et al. Silencing threonine deaminase and JAR4 in Nicotiana attenuata impairs jasmonic acid–isoleucine–mediated defenses against Manduca sexta. Plant Cell 18(11), 3303-3320 (2006).

    4. Koo, A.J. Metabolism of the plant hormone jasmonate: A sentinel for tissue damage and master regulator of stress response. Phytochem. Rev. 17(4), 51-80 (2018).