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V900491

Sigma-Aldrich

3-Indolepropionic acid

Vetec, reagent grade, 99%

Synonym(s):

3-(3-Indolyl)propanoic acid, IPA, Indole-3-propionic acid, NSC 3252, NSC 47831

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About This Item

Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
Beilstein:
147733
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

grade

reagent grade

product line

Vetec

Assay

99%

mp

134-135 °C (lit.)

SMILES string

OC(=O)CCc1c[nH]c2ccccc12

InChI

1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)

InChI key

GOLXRNDWAUTYKT-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Fluorescent analogues of strigolactones
  • Anti-tumor agents
  • Melanocortin receptors ligands
  • Immunosuppressive agents
  • Iinhibitors of hepatitis C virus
  • Histamine H4 receptor agonists
  • NR2B/NMDA receptor antagonists
  • CB1 Antagonist for the treatment of obesity
  • Antibacterial agents
  • Inhibitor of TGF-β receptor binding

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Youjia Yu et al.
Frontiers in physiology, 11, 65-65 (2020-03-03)
Paraquat (PQ) is a widely used herbicide which can cause high mortality to humans. However, relatively few studies focus on metabolic feature of PQ intoxication for investigating the underlying mechanisms. Here we performed non-targeted metabolomics profiling of serum samples from
K L Borden et al.
European journal of biochemistry, 202(2), 459-470 (1991-12-05)
The antirepressor indole 3-propanoate has been shown by X-ray crystallography to bind in a different orientation compared with the natural corepressor for the tryp repressor, L-tryptophan (Lawson, C.L. & Sigler, P. B. (1988) Nature 333, 869-871). This suggests a simple
In Koo Hwang et al.
Journal of neuroscience research, 87(9), 2126-2137 (2009-02-25)
Tryptophan-derived indole compounds have been widely investigated as antioxidants and as free-radical scavengers. Indole-3-propionic acid (IPA), one of these compounds, is a deamination product of tryptophan. In the present study, we used Mongolian gerbils to investigate IPA's neuroprotective effects against
Burkhard Poeggeler et al.
PloS one, 5(4), e10206-e10206 (2010-04-28)
Aging is a multi-factorial process, however, it is generally accepted that reactive oxygen species (ROS) are significant contributors. Mitochondria are important players in the aging process because they produce most of the cellular ROS. Despite the strength of the free-radical
Andrew W Woodward et al.
Plant physiology, 144(2), 976-987 (2007-04-24)
The ubiquitin-like protein RELATED TO UBIQUITIN (RUB) is conjugated to CULLIN (CUL) proteins to modulate the activity of Skp1-Cullin-F-box (SCF) ubiquitylation complexes. RUB conjugation to specific target proteins is necessary for the development of many organisms, including Arabidopsis (Arabidopsis thaliana).

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