I1625

Sigma-Aldrich

3-Indoleacrylic acid

powder

Synonym(s):
IAA, 3-(3-Indolyl)acrylic acid
Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
Molecular Weight:
187.19
Beilstein/REAXYS Number:
6317
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.52

Quality Level

grade

for molecular biology

form

powder

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.

Packaging

5, 10 g in poly bottle

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

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

Target Organs

Respiratory system

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
H Chen et al.
Analytical chemistry, 69(21), 4399-4404 (1997-11-14)
Two of the main problems associated with matrix-assisted laser desorption-ionization time-of-flight (MALDI-TOF) analysis of polymers are mass discrimination and poor reproducibility. This paper shows that the use of binary solvent systems is one of the causes of these problems. It...
P J Czernik et al.
The Journal of biological chemistry, 269(45), 27869-27875 (1994-11-11)
trp repressor of Escherichia coli controls transcription initiation in operons involved in tryptophan biosynthesis by binding to operator sequences within the regulated promoters. Naturally occurring operators are homologous over an 18-base pair region and display dyad symmetry. We have examined...
Chad Robins et al.
Rapid communications in mass spectrometry : RCM, 17(24), 2839-2845 (2003-12-16)
Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS) with nonpolar matrices has been investigated for its applicability to the characterization of atmospheric resid crude oil fractions. The data obtained by use of nonpolar matrices was compared with that from polar matrices...

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