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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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1 G
$71.00
10 G
$178.00

About This Item

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

$71.00


Available to ship onMay 15, 2025Details


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Quality Level

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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Application

Metabolite of tryptophan.[1]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Sergio M Carballo et al.
Food & function, 8(9), 3374-3382 (2017-09-02)
In this work we characterize the interaction of cranberry (Vaccinium macrocarpon) proanthocyanidins (PAC) with bovine serum albumin (BSA) and hen egg-white lysozyme (HEL) and determine the effects of these complexes on macrophage activation and antigen presentation. We isolated PAC from
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
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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