CAS 21339-55-9

1-Methyl-L-tryptophan

Description:

1-Methyl-L-tryptophan is an amino acid derivative and a structural analog of the essential amino acid L-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. This compound is often studied for its role in modulating immune responses and its potential effects on serotonin metabolism. It has been investigated for its ability to inhibit the enzyme indoleamine 2,3-dioxygenase (IDO), which is involved in the catabolism of tryptophan and plays a significant role in immune regulation and tumor biology. 1-Methyl-L-tryptophan is typically found in a crystalline form and is soluble in polar solvents. Its applications extend to research in immunology, cancer therapy, and neurobiology, where it may influence pathways related to inflammation and neurotransmitter synthesis. As with many biochemical compounds, its safety and efficacy in various applications depend on concentration and context of use.

Formula: C₁₂H₁₄N₂O₂

InChI: InChI=1S/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-/m0/s1

InChI key: InChIKey=ZADWXFSZEAPBJS-JTQLQIEISA-N

SMILES: C([C@@H](C(O)=O)N)C=1C=2C(N(C)C1)=CC=CC2

Synonyms:

• (S)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid
• 1-Methyl-<span class="text-smallcaps">L</span>-tryptophan
• 1-Methyltryptophan
• <span class="text-smallcaps">L</span>-(-)-1-Methyltryptophan
• <span class="text-smallcaps">L</span>-Tryptophan, 1-methyl-
• DL-1-Methyltryptophan
• L-(-)-1-Methyltryptophan
• L-Tryptophan, 1-methyl-
• NSC 77678
• Tryptophan, 1-methyl-, <span class="text-smallcaps">L</span>-
• Tryptophan, 1-methyl-, L-

H-Trp(1-Me)-OH

CAS: 21339-55-9

Formula: C₁₂H₁₄N₂O₂

Purity: 96%

Color and Shape: Solid

Molecular weight: 218.2518

Ref: IN-DA0032GS

1-Methyl-L-tryptophan

CAS: 21339-55-9

Molecular weight: 218.25

Ref: 7W-GM4011

1-Methyl-L-tryptophan

CAS: 21339-55-9

Formula: C₁₂H₁₄N₂O₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 218.26

Ref: 3B-M3815

1-Methyl-L-tryptophan

CAS: 21339-55-9

Formula: C₁₂H₁₄N₂O₂

Purity: 98%

Molecular weight: 218.256

Ref: BP-BP7010

(S)-Indoximod

CAS: 21339-55-9

(S)-Indoximod (L-Abrine) is an indoleamine-2,3-dioxygenase (IDO) inhibitor for cancer research.

Formula: C₁₂H₁₄N₂O₂

Purity: 95.39%

Color and Shape: Solid

Molecular weight: 218.25

Ref: TM-T3S1967

(S)-2-Amino-3-(1-methyl-1h-indol-3-yl)propanoic Acid

CAS: 21339-55-9

Applications (S)-2-Amino-3-(1-methyl-1h-indol-3-yl)propanoic acid

Formula: C₁₂H₁₄N₂O₂

Color and Shape: Neat

Molecular weight: 218.25

Ref: TR-A613855

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

CAS: 21339-55-9

Formula: C₁₂H₁₄N₂O₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 218.256

Ref: 10-F221480

1-Methyl-L-tryptophan

Controlled Product

CAS: 21339-55-9

1-Methyl-L-tryptophan is an activated form of the amino acid tryptophan. It has been shown to have immunomodulatory effects that are mediated by its ability to inhibit IDO1, which is an enzyme that regulates the production of inflammatory cytokines. 1-Methyl-L-tryptophan has been shown to reduce the severity of abdominal surgery in mice and exhibits anticancer activity against a variety of cancer cells. 1-Methyl-L-tryptophan also has antiemetic properties, as it has been shown to block the activation of 5HT3 receptors in the brainstem. This drug also activates polymerase chain reaction (PCR) and inhibits DNA synthesis by binding directly to DNA polymerase.

Formula: C₁₂H₁₄N₂O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 218.25 g/mol

Ref: 3D-FM161183