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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 onApril 24, 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
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
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
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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