951-55-3
Chemical Structure
5-Methyl-DL-tryptophan
- CAS No.: 951-55-3
- Formula:C12H14N2O2
- Molecular Weight:218.26
IUPAC Name: 2-amino-3-(5-methyl-1H-indol-3-yl)propanoic acid
InChIKey: HUNCSWANZMJLPM-UHFFFAOYSA-N
SMILES: NC(CC1=CNC2=CC=C(C)C=C12)C(O)=O
Biological Activity: 5-Methyl-DL-tryptophan is an orally active amino acid derivative with anti-inflammatory signaling effects. 5-Methyl-DL-tryptophan inhibits TLR4/MyD88 signaling and NF-κB activation/phosphorylation, reduces IL-6/IL-1β/TNF-α, and decreases the p-p65/p65 ratio. 5-Methyl-DL-tryptophan inhibits anthranilate synthase (Ki = 13 μM). 5-Methyl-DL-tryptophan inhibits bacterial growth. 5-Methyl-DL-tryptophan can be used in research on ulcerative colitis[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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5-Methyl-DL-tryptophan | 99.94% | 5-Methyl-DL-tryptophan is an orally active amino acid derivative with anti-inflammatory signaling effects. 5-Methyl-DL-tryptophan inhibits TLR4/MyD88 signaling and NF-κB activation/phosphorylation, reduces IL-6/IL-1β/TNF-α, and decreases the p-p65/p65 ratio. 5-Methyl-DL-tryptophan inhibits anthranilate synthase (Ki = 13 μM). 5-Methyl-DL-tryptophan inhibits bacterial growth. 5-Methyl-DL-tryptophan can be used in research on ulcerative colitis. | ||||||||||||||||||||
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References
- [1]. Zou YF, et al. Angelica sinensis aboveground part polysaccharide and its metabolite 5-MT ameliorate colitis via modulating gut microbiota and TLR4/MyD88/NF-κB pathway. International journal of biological macromolecules. 2023 Jul 01;242(Pt 1):124689.
- [2]. Civen M, et al. Pattern of adaptive control of levels of rat liver tryptophan transaminase. Science. 1959 Jun 19;129(3364):1672-3.
- [3]. Warhurst DC, et al. The effect of cytotoxic agents on autophagic vacuole formation in chloroquine-treated malaria parasites (Plasmodium berghei). Life Sciences. 1971 Jul 8;10(13):761-71.
- [4]. Bacchus W, et al. Increasing the dynamic control space of mammalian transcription devices by combinatorial assembly of homologous regulatory elements from different bacterial species. Metabolic engineering. 2013 Jan;15:144-50.
- [5]. Kuhn JC, et al. Mutant strains of Escherichia coli K-12 exhibiting enhanced sensitivity to 5-methyltryptophan. Journal of bacteriology. 1972 Oct;112(1):93-101.
- [6]. Civen M, et al. The specificity of tryptophan analogues as inducers, substrates, inhibitors, and stabilizers of liver tryptophan pyrrolase. Journal of Biological Chemistry. 1960 Jun 1;235(6):1716-8.
- [7]. Miyamoto K, et al. A 7-dimethylallyl tryptophan synthase from a fungal Neosartorya sp.: biochemical characterization and structural insight into the regioselective prenylation. Bioorganic & medicinal chemistry. 2014 Apr 15;22(8):2517-28.
