Molecular structure of Indole-3-pyruvic acid, CAS Number: 392-12-1
Indole-3-pyruvic acid (CAS 392-12-1)
See product citations (4)
Alternate Names:
3-Indolylpyruvic acid; 3-(3-Indolyl)-2-oxopropanoic acid
Application:
Indole-3-pyruvic acid is an α-Keto analogue of tryptophan
CAS Number:
392-12-1
Purity:
≥95%
Molecular Weight:
203.19
Molecular Formula:
C11H9NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Product Citations
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Indole-3-pyruvic acid (IPA) is an alpha-Keto analogue of tryptophan, an essential amino acid. It is used as a substrate in a variety of biochemical experiments, including studies of enzyme kinetics, metabolic pathways, and the regulation of gene expression. Indole-3-pyruvic acid is a substrate for tryptophan synthase, which catalyzes the conversion of Indole-3-pyruvic acid to tryptophan. Indole-3-pyruvic acid may act to stimulate the production of serotonin, a neurotransmitter involved in mood regulation, and to increase the production of nitric oxide, a compound involved in the regulation of blood pressure. It also has anti-inflammatory and antioxidant effects, as well as the ability to inhibit the growth of cancer cells.
Indole-3-pyruvic acid (CAS 392-12-1) References
- Clinical experiences with the use of indole-3-pyruvic acid. | Politi, V., et al. 1999. Adv Exp Med Biol. 467: 227-32. PMID: 10721060
- The enol tautomer of indole-3-pyruvic acid as a biological switch in stress responses. | Bartolini, B., et al. 2003. Adv Exp Med Biol. 527: 601-8. PMID: 15206779
- Indole-3-pyruvic acid as a possible hypnotic agent in insomniac subjects. | Silvestri, R., et al. 1991. J Int Med Res. 19: 403-9. PMID: 1748233
- The pathway of auxin biosynthesis in plants. | Mano, Y. and Nemoto, K. 2012. J Exp Bot. 63: 2853-72. PMID: 22447967
- Indole-3-acetic acid in plant-microbe interactions. | Duca, D., et al. 2014. Antonie Van Leeuwenhoek. 106: 85-125. PMID: 24445491
- Indole-3-acetic acid biosynthetic pathways in the basidiomycetous yeast Rhodosporidium paludigenum. | Nutaratat, P., et al. 2016. Arch Microbiol. 198: 429-37. PMID: 26899734
- Indole-3-Pyruvic Acid, an Aryl Hydrocarbon Receptor Activator, Suppresses Experimental Colitis in Mice. | Aoki, R., et al. 2018. J Immunol. 201: 3683-3693. PMID: 30429284
- Biosynthetic Pathway of Indole-3-Acetic Acid in Basidiomycetous Yeast Rhodosporidiobolus fluvialis. | Bunsangiam, S., et al. 2019. Mycobiology. 47: 292-300. PMID: 31565465
- Biosynthetic pathway of indole-3-acetic acid in ectomycorrhizal fungi collected from northern Thailand. | Kumla, J., et al. 2020. PLoS One. 15: e0227478. PMID: 31899917
- The Aryl Hydrocarbon Receptor (AHR) as a Potential Target for the Control of Intestinal Inflammation: Insights from an Immune and Bacteria Sensor Receptor. | Pernomian, L., et al. 2020. Clin Rev Allergy Immunol. 59: 382-390. PMID: 32279195
- Caenorhabditis elegans Extracts Stimulate IAA Biosynthesis in Arthrobacter pascens ZZ21 via the Indole-3-pyruvic Acid Pathway. | Li, M., et al. 2021. Microorganisms. 9: PMID: 33946196
- Spectroscopic, quantum chemical, molecular docking and molecular dynamics investigations of hydroxylic indole-3-pyruvic acid: a potent candidate for nonlinear optical applications and Alzheimer's drug. | Koyambo-Konzapa, SJ., et al. 2022. J Biomol Struct Dyn. 40: 10651-10664. PMID: 34263703
- Structural and biochemical basis for the substrate specificity of Pad-1, an indole-3-pyruvic acid aminotransferase in auxin homeostasis. | Choi, M. and Rhee, S. 2022. J Struct Biol. 214: 107857. PMID: 35395410
- Indole-3-pyruvic acid regulates TAA1 activity, which plays a key role in coordinating the two steps of auxin biosynthesis. | Sato, A., et al. 2022. Proc Natl Acad Sci U S A. 119: e2203633119. PMID: 35696560
- Antioxidant properties of indole-3-pyruvic acid. | Politi, V., et al. 1996. Adv Exp Med Biol. 398: 291-8. PMID: 8906280
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Indole-3-pyruvic acid, 1 g | sc-218597 | 1 g | $220.00 | |||
Indole-3-pyruvic acid, 5 g | sc-218597A | 5 g | $880.00 |