Molecular structure of 1-Methyl-D-tryptophan, CAS Number: 110117-83-4
1-Methyl-D-tryptophan (CAS 110117-83-4)
See product citations (3)
Alternate Names:
1-Methyltryptophan
Application:
1-Methyl-D-tryptophan is an inhibitor of IDO and INDOL1 (IDO2)
CAS Number:
110117-83-4
Purity:
≥95%
Molecular Weight:
218.3
Molecular Formula:
C12H14N2O2
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
1-Methyl-D-tryptophan is an inhibitor of the enzymes IDO and IDO2 (indolamine 2,3-dioxygenase 1 and 2) with selectivity for IDO2. The enzymes perform similar transformations and are responsible for catalyzing the rate-limiting step of oxidative tryptophan catabolism in the kynurenine pathway. IDO activity is correlated with an induction of tolerance and immunosuppresion through activation of regulatory T cells by metabolites generated from tryptophan catabolism. Inhibition of IDO by 1-Methyl-D-tryptophan blocks this induced immune suppression, which has shown utility in suppressing acquired immunities of tumors and indicates potential for chemical intervention of chronic inflammatory diseases.
1-Methyl-D-tryptophan (CAS 110117-83-4) References
- Inhibition of indoleamine 2,3-dioxygenase in dendritic cells by stereoisomers of 1-methyl-tryptophan correlates with antitumor responses. | Hou, DY., et al. 2007. Cancer Res. 67: 792-801. PMID: 17234791
- Novel tryptophan catabolic enzyme IDO2 is the preferred biochemical target of the antitumor indoleamine 2,3-dioxygenase inhibitory compound D-1-methyl-tryptophan. | Metz, R., et al. 2007. Cancer Res. 67: 7082-7. PMID: 17671174
- Indoleamine 2,3-dioxygenase-2; a new enzyme in the kynurenine pathway. | Ball, HJ., et al. 2009. Int J Biochem Cell Biol. 41: 467-71. PMID: 18282734
- The indoleamine 2,3-dioxygenase pathway is essential for human plasmacytoid dendritic cell-induced adaptive T regulatory cell generation. | Chen, W., et al. 2008. J Immunol. 181: 5396-404. PMID: 18832696
- Physiological studies of tryptophan transport and tryptophanase operon induction in Escherichia coli. | Yanofsky, C., et al. 1991. J Bacteriol. 173: 6009-17. PMID: 1917834
- 1-Methyl-DL-tryptophan, beta-(3-benzofuranyl)-DL-alanine (the oxygen analog of tryptophan), and beta-[3-benzo(b)thienyl]-DL-alanine (the sulfur analog of tryptophan) are competitive inhibitors for indoleamine 2,3-dioxygenase. | Cady, SG. and Sono, M. 1991. Arch Biochem Biophys. 291: 326-33. PMID: 1952947
- Targeting the immunoregulatory indoleamine 2,3 dioxygenase pathway in immunotherapy. | Johnson, BA., et al. 2009. Immunotherapy. 1: 645-61. PMID: 20161103
- Activation of brain indoleamine 2,3-dioxygenase contributes to epilepsy-associated depressive-like behavior in rats with chronic temporal lobe epilepsy. | Xie, W., et al. 2014. J Neuroinflammation. 11: 41. PMID: 24594021
- Design and studies of multiple mechanism of anti-Candida activity of a new potent Trp-rich peptide dendrimers. | Zielińska, P., et al. 2015. Eur J Med Chem. 105: 106-19. PMID: 26479030
- Bifidobacteria alleviate experimentally induced colitis by upregulating indoleamine 2, 3-dioxygenase expression. | Zhao, L., et al. 2018. Microbiol Immunol. 62: 71-79. PMID: 29226383
- Effects of 1-Methyltryptophan on Immune Responses and the Kynurenine Pathway after Lipopolysaccharide Challenge in Pigs. | Wirthgen, E., et al. 2018. Int J Mol Sci. 19: PMID: 30279361
- The Immunomodulator 1-Methyltryptophan Drives Tryptophan Catabolism Toward the Kynurenic Acid Branch. | Wirthgen, E., et al. 2020. Front Immunol. 11: 313. PMID: 32180772
- Engineered DBCO+PD-1 Nanovesicles Carrying 1-MT for Cancer-Targeted Immunotherapy. | Xu, X., et al. 2022. ACS Biomater Sci Eng. 8: 4819-4826. PMID: 36206367
Inhibitor of:
Enzyme, IDO, and INDOL1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1-Methyl-D-tryptophan, 50 mg | sc-200313 | 50 mg | $52.00 |