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Merck

I1625

Sigma-Aldrich

3-Indoleacrylic acid

powder

Sinónimos:

3-(3-Indolyl)acrylic acid, IAA

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5 G
$239.000
10 G
$422.000

$239.000


Fecha estimada de envío04 de abril de 2025



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5 G
$239.000
10 G
$422.000

About This Item

Fórmula empírica (notación de Hill):
C11H9NO2
Número de CAS:
Peso molecular:
187.19
Beilstein/REAXYS Number:
6317
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.52

$239.000


Fecha estimada de envío04 de abril de 2025


grade

for molecular biology

Quality Level

assay

≥98.0% (HPLC)
≥98.0% (TLC)

form

powder

mol wt

187.19  g/mol

storage temp.

room temp

SMILES string

OC(=O)\C=C\c1c[nH]c2ccccc12

InChI

1S/C11H9NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-7,12H,(H,13,14)/b6-5+

InChI key

PLVPPLCLBIEYEA-AATRIKPKSA-N

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General description

3-Indoleacrylic acid (IAA) is a chemical used for the induction of gene transcription. This expression system requires that the gene of interest is cloned in plasmids containing the trpE promoter.

Application

Suitable for induction of gene transcription in systems controlled by the trpE promoter.

Biochem/physiol Actions

3-Indoleacrylic acid helps to block the mycelial growth of Neurospora crassa. As a result, the cells accumulate indoleglycerol phosphate, which influences the rate of tryptophan synthetase.[1]

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Referencia del producto
Descripción
Precios

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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D N Wilson et al.
RNA (New York, N.Y.), 6(12), 1704-1713 (2001-01-06)
Replacing a cassette of 31 residues from Escherichia coli release factor 1 with the equivalent residues in release factor 2 gave a protein active in codon-specific binding to the ribosome but inactive in peptidyl-tRNA hydrolysis. Such a phenotype is also
Inhibition of tryptophan synthetase by indoleacrylic acid
Matchett W H
Journal of Bacteriology, 110(1), 146-154 (1972)
T Mohammad et al.
Photochemistry and photobiology, 59(2), 189-196 (1994-02-01)
Naked, infectious single-stranded (ss) and double-stranded (ds) DNA from phages S13 and G4 were irradiated with 308 nm UV radiation in the absence and presence of several photobiologically active compounds: E- and Z-urocanic acid (E- and Z-UA), their methyl esters
Patricia Casino et al.
Biochemistry, 46(26), 7728-7739 (2007-06-15)
Substrate channeling in the tryptophan synthase bienzyme complex from Salmonella typhimurium is regulated by allosteric interactions triggered by binding of ligand to the alpha-site and covalent reaction at the beta-site. These interactions switch the enzyme between low-activity forms with open
Protein-ligand interactions: exchange processes and determination of ligand conformation and protein-ligand contacts.
L Y Lian et al.
Methods in enzymology, 239, 657-700 (1994-01-01)

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