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About This Item
Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
Molecular Weight:
187.19
UNSPSC Code:
12352106
NACRES:
NA.52
PubChem Substance ID:
EC Number:
214-872-7
Beilstein/REAXYS Number:
6317
MDL number:
InChI key
PLVPPLCLBIEYEA-AATRIKPKSA-N
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+
SMILES string
OC(=O)\C=C\c1c[nH]c2ccccc12
grade
Molecular Biology
assay
≥98.0% (HPLC), ≥98.0% (TLC)
form
powder
mol wt
187.19 g/mol
storage temp.
room temp
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Inhibition of tryptophan synthetase by indoleacrylic acid
Matchett W H
Journal of Bacteriology, 110(1), 146-154 (1972)
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
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)
J G Bell et al.
Prostaglandins, leukotrienes, and essential fatty acids, 63(1-2), 21-25 (2000-09-06)
The fatty acid compositions of red blood cell (RBC) phospholipids from a patient with autistic spectrum disorder (ASD) had reduced percentages of highly unsaturated fatty acids (HUFA) compared to control samples. The percentage of HUFA in the RBC from the
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
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