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Sigma-Aldrich

3-Indoleacetic acid

suitable for plant cell culture, crystalline

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Synonym(s):
indole acetic acid, 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
PubChem Substance ID:
24896015
NACRES:
NA.72

Assay

≥98%

Quality Level

200

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

Preparation and Use

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

Regulatory Information

农药列管产品

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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)
Free endogenous growth regulators in Pistachio (Pistacia vera L.)
Okay Y, et al.
African Journal of Agricultural Research, 6(5), 1161-1169 (2011)
Auxin, gibberellin, cytokinin and abscisic acid production in some bacteria
Karadeniz A, et al.
World Journal of Microbiology & Biotechnology, 22(10), 1061-1064 (2006)
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
Xin Wen et al.
Autophagy, 16(7), 1172-1185 (2019-08-30)
Macroautophagy/autophagy, a highly conserved dynamic process, is one of the major degradative pathways in cells. So far, over 40 autophagy-related (ATG) genes have been identified in Saccharomyces cerevisiae, most of which have homologs in more complex eukaryotes. Autophagy plays a
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