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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
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
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
J K Johnson et al.
Biochemistry, 33(15), 4738-4744 (1994-04-19)
In a previous paper, we demonstrated that the medium-chain fatty acyl-CoA dehydrogenase-catalyzed (MCAD-catalyzed) reductive half-reaction of indolepropionyl-CoA proceeds via formation of a chromophoric intermediary species "X" (absorption maximum = 400 nm) and proposed that the decay of this species might
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