Molecular structure of Indole-3-acetamide, CAS Number: 879-37-8
Indole-3-acetamide (CAS 879-37-8)
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Alternate Names:
3-Indolylacetamide
Application:
Indole-3-acetamide is a GSK-3β, VEGF, and JAK3 inhibitor
CAS Number:
879-37-8
Purity:
≥98%
Molecular Weight:
174.20
Molecular Formula:
C10H10N2O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Indole-3-acetamide is a GSK-3beta, VEGF, and JAK3 inhibitor. Indole-3-acetamide also inhibits NAD+-dependent histone deacetylases, cycin-dependent kinases, and CaMKIId. This compound is of interest in various fields of chemistry and biology due to the significance of both the indole and acetamide components in biological systems and synthetic chemistry. Indole-3-acetamide is a precursor in the biosynthesis of indole-3-acetic acid, which is a primary form of the plant hormone auxin. Auxins play a role in plant growth and development, regulating processes such as cell elongation, root formation, and response to light and gravity. In synthetic chemistry, the indole structure is a valuable building block for the synthesis of a wide array of molecules.
Indole-3-acetamide (CAS 879-37-8) References
- Occurrence and formation of indole-3-acetamide in Arabidopsis thaliana. | Pollmann, S., et al. 2002. Planta. 216: 155-61. PMID: 12430025
- Molecular cloning and characterization of an amidase from Arabidopsis thaliana capable of converting indole-3-acetamide into the plant growth hormone, indole-3-acetic acid. | Pollmann, S., et al. 2003. Phytochemistry. 62: 293-300. PMID: 12620340
- Partial purification of an enzyme hydrolyzing indole-3-acetamide from rice cells. | Arai, Y., et al. 2004. J Plant Res. 117: 191-8. PMID: 15042416
- Tryptophan-dependent indole-3-acetic acid biosynthesis by 'IAA-synthase' proceeds via indole-3-acetamide. | Pollmann, S., et al. 2009. Phytochemistry. 70: 523-31. PMID: 19268331
- The AMI1 gene family: indole-3-acetamide hydrolase functions in auxin biosynthesis in plants. | Mano, Y., et al. 2010. J Exp Bot. 61: 25-32. PMID: 19887500
- Identification and functional characterization of indole-3-acetamide-mediated IAA biosynthesis in plant-associated Fusarium species. | Tsavkelova, E., et al. 2012. Fungal Genet Biol. 49: 48-57. PMID: 22079545
- Characterization of an Indole-3-Acetamide Hydrolase from Alcaligenes faecalis subsp. parafaecalis and Its Application in Efficient Preparation of Both Enantiomers of Chiral Building Block 2,3-Dihydro-1,4-Benzodioxin-2-Carboxylic Acid. | Mishra, P., et al. 2016. PLoS One. 11: e0159009. PMID: 27391673
- Indole-3-Acetic Acid in Burkholderia pyrrocinia JK-SH007: Enzymatic Identification of the Indole-3-Acetamide Synthesis Pathway. | Liu, WH., et al. 2019. Front Microbiol. 10: 2559. PMID: 31749788
- Two homologous INDOLE-3-ACETAMIDE (IAM) HYDROLASE genes are required for the auxin effects of IAM in Arabidopsis. | Gao, Y., et al. 2020. J Genet Genomics. 47: 157-165. PMID: 32327358
- Endogenous indole-3-acetamide levels contribute to the crosstalk between auxin and abscisic acid, and trigger plant stress responses in Arabidopsis. | Pérez-Alonso, MM., et al. 2021. J Exp Bot. 72: 459-475. PMID: 33068437
- Accumulation of the Auxin Precursor Indole-3-Acetamide Curtails Growth through the Repression of Ribosome-Biogenesis and Development-Related Transcriptional Networks. | Sánchez-Parra, B., et al. 2021. Int J Mol Sci. 22: PMID: 33670805
- The Indole-3-Acetamide-Induced Arabidopsis Transcription Factor MYB74 Decreases Plant Growth and Contributes to the Control of Osmotic Stress Responses. | Ortiz-García, P., et al. 2022. Front Plant Sci. 13: 928386. PMID: 35812959
- Biosynthesis of indole-3-acetic acid via the indole-3-acetamide pathway in Streptomyces spp. | Manulis, S., et al. 1994. Microbiology (Reading). 140 (Pt 5): 1045-1050. PMID: 8025670
Inhibitor of:
CaMK, GSK, HDAC, JAK3, PKC, Ser/Thr Protein Kinase, and VEGF.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Indole-3-acetamide, 1 g | sc-255213 | 1 g | $44.00 | |||
Indole-3-acetamide, 5 g | sc-255213A | 5 g | $198.00 |