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I5386

Sigma-Aldrich

Indole-3-butyric acid

BioReagent, suitable for plant cell culture

Synonym(s):

4-(3-Indolyl)butanoic acid, 4-(3-Indolyl)butyric acid, IBA

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About This Item

Empirical Formula (Hill Notation):
C12H13NO2
CAS Number:
133-32-4
Molecular Weight:
203.24
Beilstein/REAXYS Number:
171120
EC Number:
205-101-5
MDL number:
MFCD00005664
UNSPSC Code:
10171502
PubChem Substance ID:
24896067
NACRES:
NA.72

product line

BioReagent

technique(s)

cell culture | plant: suitable

application(s)

agriculture

storage temp.

2-8°C

SMILES string

OC(=O)CCCc1c[nH]c2ccccc12

InChI

1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)

InChI key

JTEDVYBZBROSJT-UHFFFAOYSA-N

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Application

Indole-3-butyric acid (IBA) is auxin-family plant hormone (phytohormone). IBA is thought to be a precursor of indole-3-acetic acid (IAA) the most abundant and the basic auxin natively occurring and functioning in plants. IAA generates the majority of auxin effects in intact plants, and is the most potent native auxin.

Preparation Note

Preparation and Use

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Product No.
Description
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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Shengbin Liu et al.
Plant physiology (2021-10-19)
In cultivated grasses, tillering, leaf, and inflorescence architecture, as well as abscission ability, are major agronomical traits. In barley (Hordeum vulgare), maize (Zea mays), rice (Oryza sativa), and brachypodium (Brachypodium distachyon), NOOT-BOP-COCH-LIKE (NBCL) genes are essential regulators of vegetative and
Lucia C Strader et al.
Plant physiology, 153(4), 1577-1586 (2010-06-22)
Genetic evidence in Arabidopsis (Arabidopsis thaliana) suggests that the auxin precursor indole-3-butyric acid (IBA) is converted into active indole-3-acetic acid (IAA) by peroxisomal beta-oxidation; however, direct evidence that Arabidopsis converts IBA to IAA is lacking, and the role of IBA-derived
Kamil Ruzicka et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(23), 10749-10753 (2010-05-26)
Differential distribution of the plant hormone auxin within tissues mediates a variety of developmental processes. Cellular auxin levels are determined by metabolic processes including synthesis, degradation, and (de)conjugation, as well as by auxin transport across the plasma membrane. Whereas transport
Lucia C Strader et al.
The Plant cell, 23(3), 984-999 (2011-03-17)
Levels of auxin, which regulates both cell division and cell elongation in plant development, are controlled by synthesis, inactivation, transport, and the use of storage forms. However, the specific contributions of various inputs to the active auxin pool are not
Fatima Naim et al.
PloS one, 15(1), e0227994-e0227994 (2020-01-25)
Introducing a new trait into a crop through conventional breeding commonly takes decades, but recently developed genome sequence modification technology has the potential to accelerate this process. One of these new breeding technologies relies on an RNA-directed DNA nuclease (CRISPR/Cas9)
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