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T5910

Sigma-Aldrich

2,3,5-Triiodobenzoic acid

BioReagent, suitable for plant cell culture, ≥97% (HPLC)

Synonym(s):

TIBA

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About This Item

Linear Formula:
I3C6H2CO2H
CAS Number:
88-82-4
Molecular Weight:
499.81
Beilstein:
1955088
EC Number:
201-859-6
MDL number:
MFCD00002420
UNSPSC Code:
10171502
PubChem Substance ID:
24900330
NACRES:
NA.72

product line

BioReagent

Assay

≥97% (HPLC)

technique(s)

cell culture | plant: suitable

mp

220-222 °C (lit.)

application(s)

agriculture

storage temp.

−20°C

SMILES string

OC(=O)c1cc(I)cc(I)c1I

InChI

1S/C7H3I3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12)

InChI key

ZMZGFLUUZLELNE-UHFFFAOYSA-N

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Related Categories

Application

2,3,5-Triiodobenzoic acid has been used as a supplement of MS media to study the auxin distribution and transport during embryogenesis and seed germination of Arabidopsis.

Biochem/physiol Actions

2,3,5-Triiodobenzoic acid (TIBA) is an auxin transport inhibitor and is used to study the role of auxin flow during plant growth and development.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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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Sigma-Aldrich

G7645

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Auxin regulates first leaf development and promotes the formation of protocorm trichomes and rhizome-like structures in developing seedlings of Spathoglottis plicata (Orchidaceae)
Novak SD and Whitehouse GA
AoB PLANTS, 5(4), 169-169 (2013)
Pankaj Dhonukshe et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(11), 4489-4494 (2008-03-14)
Many aspects of plant development, including patterning and tropisms, are largely dependent on the asymmetric distribution of the plant signaling molecule auxin. Auxin transport inhibitors (ATIs), which interfere with directional auxin transport, have been essential tools in formulating this concept.
Acropetal auxin transport inhibition is involved in indeterminate but not determinate nodule formation
Ng JLP, et al.
Frontiers in Plant Science, 9(4), 169-169 (2018)
Auxin distribution and transport during embryogenesis and seed germination of Arabidopsis
Ni DA, et al.
Cell Research, 11(4), 273-273 (2001)
Hardik Kundariya et al.
Nature communications, 11(1), 5343-5343 (2020-10-24)
Plants transmit signals long distances, as evidenced in grafting experiments that create distinct rootstock-scion junctions. Noncoding small RNA is a signaling molecule that is graft transmissible, participating in RNA-directed DNA methylation; but the meiotic transmissibility of graft-mediated epigenetic changes remains
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