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Merck
CN

I1625

3-Indoleacrylic acid

powder

Synonym(s):

3-(3-Indolyl)acrylic acid, IAA

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About This Item

Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
1204-06-4
Molecular Weight:
187.19
UNSPSC Code:
12352106
NACRES:
NA.52
PubChem Substance ID:
24895938
EC Number:
214-872-7
Beilstein/REAXYS Number:
6317
MDL number:
MFCD00005633

Key Documents

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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

100

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
MKDB2207
MKCZ6809
MKCX4360
MKCV7877
MKCX0617

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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)
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
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
View All Related Papers

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