An internal standard for the quantification of jasmonic acid
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Unlabeled Version(s)
88300(±)-Jasmonic Acid
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(±)-Jasmonic Acid-d5

Item No. 29076

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-oxo-2-(2Z)2-penten-1-yl-cyclopentane-2,4,4-d3-acetic-2,2-d2 acid
CAS Number
2750534-78-0
Molecular Formula
C12H13D5O3
Formula Weight
215.3
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleMethanol: slightly soluble
SMILES
O=C1C(C/C=C\CC)([2H])C(C([2H])([2H])C(O)=O)CC1([2H])[2H]
InChi Code
InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/i7D2,8D2,10D
InChi Key
ZNJFBWYDHIGLCU-BALCLWPXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $267

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    5 mg

    $997

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    Product Description

    (±)-Jasmonic acid-d5 is intended for use as an internal standard for the quantification of jasmonic acid by GC- or LC-MS. Jasmonic acid (JA) is a plant growth regulator and derivative of α-linolenic acid (Item Nos. 90210 | 21910) that can exist in four stereoisomeric forms.1,2 (–)-3(R),7(R)-JA and (+)-3(S),7(S)-JA have the two side chains in the trans configuration, whereas (–)-3(S),7(R)-JA and (+)-3(R),7(S)-JA have the two side chains in the cis configuration, which can epimerize at C7 to the trans configuration via keto-enol tautomerization.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Creelman, R.A., and Mullet, J.E. Biosynthesis and action of jasmonates in plants. Annu. Rev. Plant Physiol. Plant Mol. Biol. 48, 355-381 (1997).

    2. Holbrook, L., Tung, P., Ward, K., et al. Importance of the chiral centers of jasmonic acid in the responses of plants. Activities and antagonism between natural and synthetic analogs. Plant Physiol. 114(2), 419-428 (1997).