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57400

Indole-3-propionic acid

≥99.0% (T)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H11NO2
CAS Number:
Molecular Weight:
189.21
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
EC Number:
212-600-1
Beilstein/REAXYS Number:
147733
MDL number:
Assay:
≥99.0% (T)
Form:
solid
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Quality Level

assay

≥99.0% (T)

form

solid

ign. residue

≤0.1%

mp

~133 °C

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

Application


  • Elucidating the Interaction of Indole-3-Propionic Acid and Calf Thymus DNA: Multispectroscopic and Computational Modeling Approaches.: This study investigates the binding interaction between indole-3-propionic acid and calf thymus DNA, employing multispectroscopic techniques and computational modeling. The insights gained could lead to a deeper understanding of the molecular mechanisms underpinning the protective effects of this compound on DNA integrity, critical for developing novel therapeutic strategies in biochemistry (Wei Y et al., 2024).

  • The Tryptophan Metabolite Indole-3-Propionic Acid Raises Kynurenic Acid Levels in the Rat Brain In Vivo.: This research demonstrates how indole-3-propionic acid, a metabolite of tryptophan, can increase levels of kynurenic acid in the brain, offering potential benefits in neuroprotective strategies and the study of psychiatric disorders. Such findings highlight significant implications for mental health research and therapeutic applications (Sathyasaikumar KV et al., 2024).

  • Serum-Derived Bovine Immunoglobulin Promotes Barrier Integrity and Lowers Inflammation for 24 Human Adults Ex Vivo.: This study explores how indole-3-propionic acid impacts inflammatory responses and gut barrier integrity, providing valuable data for nutritional science and clinical applications aimed at reducing gastrointestinal disorders and enhancing overall gut health (Van den Abbeele P et al., 2024).

  • The Effect of Type 2 Resistant Starch and Indole-3-Propionic Acid on Ameliorating High-Fat-Diet-Induced Hepatic Steatosis and Gut Dysbiosis.: This publication discusses the beneficial effects of indole-3-propionic acid in conjunction with type 2 resistant starch on reducing hepatic steatosis and correcting gut dysbiosis caused by high-fat diets, pointing to potential dietary interventions for managing obesity and associated metabolic disorders (Yang M et al., 2024).

  • Gut microbiome and cardiometabolic comorbidities in people living with HIV.: This review highlights the role of indole-3-propionic acid in modulating the gut microbiome and its potential effects on cardiometabolic health in HIV-positive individuals. The findings suggest a promising avenue for improving the quality of life and health outcomes in this population through microbiome-based interventions (Trøseid M et al., 2024).

Biochem/physiol Actions

Studied as an adjunct to improve perfusion after liver transplant.
Was studied as an adjunct to improve perfusion after liver transplant.

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This Item
574105731077951
assay

≥99.0% (T)

assay

≥97.0% (T)

assay

≥98.0% (T)

assay

≥98.0% (GC)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

solid

form

-

form

powder

mp

~133 °C

mp

-

mp

122-125 °C

mp

-

ign. residue

≤0.1%

ign. residue

-

ign. residue

-

ign. residue

-


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Zhongqi Cheng et al.
Environmental science & technology, 39(19), 7662-7666 (2005-10-26)
Field and laboratory experiments were conducted to study the potential use of Fe filings to remove monomethyl arsenate (MMA) and dimethyl arsenate (DMA) from contaminated waters. Batch experiments show that the affinity of MMAfor Fe filings is comparable to that
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
F Mandelbaum-Shavit et al.
Antimicrobial agents and chemotherapy, 35(12), 2526-2530 (1991-12-01)
Indole-3-propionic acid (IPA), a phytohormone derivative, is a potent inhibitor of growth of Legionella pneumophila cultivated extracellularly in a chemically defined hypotonic medium and intracellularly in human monocytes. The inhibitory activity turns into bactericidal activity with increasing concentrations. The susceptibility



Global Trade Item Number

SKUGTIN
57400-5G-F04061832621296

Questions

1–4 of 4 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. what is the solubility and solvent of this product?

    1 answer
    1. This compound is soluble in ethanol at 50 mg/mL. Various literature sources also indicate solubility in DMF and DMSO at approximately 30 mg/mL.

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  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  4. What is the storage temperature?

    1 answer
    1. This product may be stored in room temperature.

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