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3-Indoleacetic acid

PESTANAL®, analytical standard

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Synonym(s):
Heteroauxin, IAA
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
87-51-4
Molecular Weight:
175.18
Beilstein:
143358
EC Number:
201-748-2
MDL number:
MFCD00005636
UNSPSC Code:
41116107
PubChem Substance ID:
329756817
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

Assay

98%

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

165-169 °C (lit.)

application(s)

agriculture
environmental

format

neat

SMILES string

OC(=O)Cc1c[nH]c2ccccc12

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)

InChI key

SEOVTRFCIGRIMH-UHFFFAOYSA-N

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General description

3-Indoleacetic acid is a highly effective, growth promotor in lower plant life, formed by a variety of fungi, including yeast and has been isolated from Aspergillus niger and Rhizopus sp. It is commonly employed in horticulture and industry.

Application

3-Indoleacetic acid may be used as an analytical reference standard for the quantification of the analyte in environmental samples using gas chromatography coupled to mass spectrometry.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Humic Matter in Soil and the Environment: Principles and Controversies (2003)
Multiresidue analysis of pollutants as their trimethylsilyl derivatives, by gas chromatography-mass spectrometry
Sebok A, et al.
Journal of Chromatography A, 1216(12), 2288-2301 (2009)
Amir H Ahkami et al.
Planta, 238(3), 499-517 (2013-06-15)
To determine the contribution of polar auxin transport (PAT) to auxin accumulation and to adventitious root (AR) formation in the stem base of Petunia hybrida shoot tip cuttings, the level of indole-3-acetic acid (IAA) was monitored in non-treated cuttings and
Ana Zúñiga et al.
Molecular plant-microbe interactions : MPMI, 26(5), 546-553 (2013-01-11)
Although not fully understood, molecular communication in the rhizosphere plays an important role regulating traits involved in plant-bacteria association. Burkholderia phytofirmans PsJN is a well-known plant-growth-promoting bacterium, which establishes rhizospheric and endophytic colonization in different plants. A competent colonization is
Xinhua Dai et al.
The Journal of biological chemistry, 288(3), 1448-1457 (2012-11-29)
Auxin regulates every aspect of plant growth and development. Previous genetic studies demonstrated that YUCCA (YUC) flavin-containing monooxygenases (FMOs) catalyze a rate-limiting step in auxin biosynthesis and that YUCs are essential for many developmental processes. We proposed that YUCs convert
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