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I3807

Sigma-Aldrich

trans-3-Indoleacrylic acid

98%

Synonym(s):

(2E)-3-(1H-Indol-3-yl)-2-propenoic acid, (E)-3-(1H-Indol-3-yl)-2-propenoic acid, (E)-3-(1H-Indol-3-yl)prop-2-enoic acid, trans-β-Indoleacrylic acid, trans-3-(1H-Indol-3-yl)prop-2-enoic acid

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About This Item

Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
29953-71-7
Molecular Weight:
187.19
MDL number:
MFCD00005633
UNSPSC Code:
12352100
PubChem Substance ID:
24896048
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

185 °C (dec.) (lit.)

SMILES string

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

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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Related Categories

Application

Metabolite of tryptophan.

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

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R Q Marmorstein et al.
The Journal of biological chemistry, 262(10), 4922-4927 (1987-04-05)
We have employed equilibrium dialysis to help study the mechanism by which the unliganded Escherichia coli trp aporepressor is activated by L-tryptophan to the liganded trp repressor. By measuring the relative affinity of L-tryptophan and various tryptophan analogues for the
E Marklová
Amino acids, 17(4), 401-413 (2000-03-09)
In addition to the main catabolic routes of tryptophan (Trp), there exist minor and less thoroughly investigated pathways; one of these leads to indolylacrylic acid (IAcrA). IAcrA is a plant growth hormone, whereas its biological role in animals is still
S O Hwang et al.
Biotechnology progress, 6(1), 48-50 (1990-01-01)
An approach to the optimization of product yield in an inducible inclusion body-producing system is presented. Following induction by indoleacrylic acid (IAA) of a trpLE-HIVgp41 fusion protein, we found a large increase in culture turbidity and single-cell dry weight. After
Indeok Hwang et al.
Plant molecular biology, 73(6), 629-641 (2010-05-18)
Shoot branching and growth are controlled by phytohormones such as auxin and other components in Arabidopsis. We identified a mutant (igi1) showing decreased height and bunchy branching patterns. The phenotypes reverted to the wild type in response to RNA interference
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
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