An internal standard for the quantification of indole-3-acetic acid
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Unlabeled Version(s)
16954Indole-3-acetic Acid (sodium salt)
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Indole-3-acetic Acid-d5

Item No. 38894

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1H-indole-2,4,5,6,7-d5-3-acetic acid
CAS Number
76937-78-5
Synonyms
  • Heteroauxin-d5
  • IAA-d5
Molecular Formula
C10H4D5NO2
Formula Weight
180.2
Purity
≥99% deuterated forms (d1-d5)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
OC(CC(C1=C2[2H])=C([2H])NC1=C([2H])C([2H])=C2[2H])=O
InChi Code
InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)/i1D,2D,3D,4D,6D
InChi Key
SEOVTRFCIGRIMH-SNOLXCFTSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    Indole-3-acetic acid-d5 is intended for use as an internal standard for the quantification of indole-3-acetic acid (Item No. 16954) by GC- or LC-MS. Indole-3-acetic acid is an auxin plant growth regulator that is found in all higher-order plants.1 It reduces plant height and shoot growth in tomato plants when used at concentrations of 10 and 50 µM.2 Root saturation with indole-3-acetic acid-loaded nanoparticles increases rooting efficiency in P. elaegrifolia.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Somei, M., Kizu, K., Kunimoto, M., et al. The chemistry of indoles. XXIV. Syntheses of 3-indoleacetic acid and 3-indoleacetonitrile having a halogeno group and a carbon functional group at the 4-position. Chem. Pharm. Bull. (Tokyo) 33(9), 3696-3708 (1985).

    2. Hansen, H., and Grossmann, K. Auxin-induced ethylene triggers abscisic acid biosynthesis and growth inhibition. Plant Physiol. 124(3), 1437-1448 (2000).

    3. Karakeçilia, A., Korpayev, S., Dumanoğlu, H., et al. Synthesis of indole-3-acetic acid and indole-3-butyric acid loaded zinc oxide nanoparticles: Effects on rhizogenesis. J. Biotechnol. 303, 8-15 (2019).