CAS 110117-83-4

1-methyl-D-tryptophan

Description:

1-Methyl-D-tryptophan is an amino acid derivative and a structural analog of the natural amino acid tryptophan. It is characterized by the presence of a methyl group attached to the nitrogen atom of the indole side chain, which alters its biochemical properties compared to its parent compound. This modification can influence its role in biological systems, particularly in the context of protein synthesis and neurotransmitter function. 1-Methyl-D-tryptophan is often studied for its potential effects on immune response and its role as an inhibitor of the enzyme indoleamine 2,3-dioxygenase (IDO), which is involved in the metabolism of tryptophan. The compound is of interest in pharmacological research, particularly in cancer immunotherapy and neurobiology, due to its ability to modulate immune responses and its potential therapeutic applications. As with many amino acid derivatives, its solubility, stability, and reactivity can vary based on environmental conditions such as pH and temperature.

Formula: C₁₂H₁₄N₂O₂

InChI: InChI=1/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1

SMILES: Cn1cc(C[C@H](C(=O)O)N)c2ccccc12

Synonyms:

• 1-Methyl-D-Trp
• Indoximod

1-Methyl-D-tryptophan

CAS: 110117-83-4

Formula: C₁₂H₁₄N₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 218.2518

Ref: IN-DA0032T7

1-Methyl-D-tryptophan

CAS: 110117-83-4

Formula: C₁₂H₁₄N₂O₂

Purity: ≥ 98.0%

Color and Shape: White to off-white crystalline powder

Molecular weight: 218.25

Ref: 7W-GM1019

1-Methyl-D-tryptophan

CAS: 110117-83-4

Formula: C₁₂H₁₄N₂O₂

Purity: >95.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 218.26

Ref: 3B-M3336

Indoximod

CAS: 110117-83-4

Indoximod (NLG-8189) is a methylated tryptophan that inhibits IDO to boost T cell function by preventing tryptophan depletion.

Formula: C₁₂H₁₄N₂O₂

Purity: 97.82% - 99.55%

Color and Shape: Solid

Molecular weight: 218.25

Ref: TM-T6543

1-Methyl-D-tryptophan

Controlled Product

CAS: 110117-83-4

1-Methyl-D-tryptophan (1MT) is a metabolite of tryptophan. It has been shown to inhibit the enzyme IDO1, which is involved in the production of tumor necrosis factor (TNF), and to possess immunomodulatory effects. 1MT may be useful for the treatment of cancer, as it has been shown to inhibit growth and induce apoptosis in human liver and brain tumor cells, as well as in human leukemia cells. 1MT also inhibits the proliferation of myeloid-derived suppressor cells and increases their sensitivity to cytotoxic drugs.

Formula: C₁₂H₁₄N₂O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 218.25 g/mol

Ref: 3D-FM167977

(R)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid

CAS: 110117-83-4

Formula: C₁₂H₁₄N₂O₂

Purity: 97%

Molecular weight: 218.256

Ref: 10-F430046

1-Methyl-D-tryptophan

CAS: 110117-83-4

Applications 1-Methyl-D-tryptophan is used in biological studies to determine the effect of IDO2 enzyme (indoleamine-(2,3)-dioxygenase) activity and IDO2-mediated arrest of human T cell proliferation. It reverses IDO-mediated immune suppression
References Qian, F., et al.: Cancer Immunology Immunothrapy, 61, 2013 (2012)

Formula: C₁₂H₁₄N₂O₂

Color and Shape: Neat

Molecular weight: 218.25

Ref: TR-M331975