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Key Documents

I2886

Sigma-Aldrich

3-Indoleacetic acid

suitable for plant cell culture, crystalline

Synonym(s):

indole acetic acid, Heteroauxin, IAA

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About This Item

Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
Beilstein:
143358
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

Assay

≥98%

Quality Level

form

crystalline

technique(s)

cell culture | plant: suitable

color

white to pink

mp

165-169 °C (lit.)

application(s)

agriculture

storage temp.

−20°C

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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Application

3-Indoleacetic acid has been used:
  • as standard to quantify hormones
  • to modify MS (Murashige and Skoog) media for the initiation of callus
  • as an external standard in the analyses of free endogenous growth regulators

Indole-3-acetic acid (IAA) is a natural phytohormone (plant auxin) used as a supplement in media such as Murashige and Skoog media and Gamborg′s B5 media. IAA is a plant signaling molecule involved in plant organogenesis and growth control.

Preparation Note

Storage Class Code

11 - Combustible Solids

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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Auxin, gibberellin, cytokinin and abscisic acid production in some bacteria
Karadeniz A, et al.
World Journal of Microbiology & Biotechnology, 22(10), 1061-1064 (2006)
Free endogenous growth regulators in Pistachio (Pistacia vera L.)
Okay Y, et al.
African Journal of Agricultural Research, 6(5), 1161-1169 (2011)
Callus induction and organogenesis in soybean [Glycine max (L.) Merr.] cv. Pyramid from mature cotyledons and embryos
Joyner EY, et al.
The Open Plant Science Journal, 4(1) (2010)
Xu Liu et al.
PLoS biology, 17(4), e3000219-e3000219 (2019-04-12)
Macroautophagy (hereafter autophagy) is a well-conserved cellular process through which cytoplasmic components are delivered to the vacuole/lysosome for degradation and recycling. Studies have revealed the molecular mechanism of transcriptional regulation of autophagy-related (ATG) genes upon nutrient deprivation. However, little is
Kim L Johnson et al.
PloS one, 10(7), e0131103-e0131103 (2015-07-07)
Mitogen-activated dual-specificity MAPK phosphatases are important negative regulators in the MAPK signalling pathways responsible for many essential processes in plants. In a screen for mutants with reduced organ size we have identified a mutation in the active site of the

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