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I2886

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:
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

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)

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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)
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)
Chiara Azzi et al.
eLife, 9 (2020-04-01)
Robust organismal development relies on temporal coordination of disparate physiological processes. In Caenorhabditis elegans, the heterochronic pathway controls a timely juvenile-to-adult (J/A) transition. This regulatory cascade of conserved proteins and small RNAs culminates in accumulation of the transcription factor LIN-29
Xu Liu et al.
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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

Protocols

Reference guide and preparation guide for antibiotic and antimycotic use in plant tissue culture.

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