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1-METHYL-D-TRYPTOPHAN

1-METHYL-D-TRYPTOPHAN Structure
CAS No.
110117-83-4
Chemical Name:
1-METHYL-D-TRYPTOPHAN
Synonyms
Me-D-Trp;NLG-8189;IndoxiMod;1-Me-D-Trp;D-Trp(Me)-OH;H-D-Trp(1-Me)-OH;Indoximod (NLG-8189);1-METHYL-D-TRYPTOPHAN;1-Methyl-D-tryptophane;D-Tryptophan, 1-methyl-
CBNumber:
CB0467553
Molecular Formula:
C12H14N2O2
Molecular Weight:
218.25
MOL File:
110117-83-4.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

1-METHYL-D-TRYPTOPHAN Properties

Melting point 242-245 °C(lit.)
alpha 12.4o (C = 2 IN ACETIC ACID)
Boiling point 429.3±35.0 °C(Predicted)
Density 1.28
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in DMSO (greater than 25 mg/ml).
pka 2.26±0.10(Predicted)
form White to light brown crystalline powder.
color White
optical activity [α]22/D +12.4°, c = 2 in acetic acid
Water Solubility Soluble to 5 mM in water with gentle warming
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
InChIKey ZADWXFSZEAPBJS-SNVBAGLBSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
WGK Germany  3

1-METHYL-D-TRYPTOPHAN price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 452483 1-Methyl-D-tryptophan 95% 110117-83-4 250MG ₹2706.25 2022-06-14 Buy
Sigma-Aldrich(India) 452483 1-Methyl-D-tryptophan 95% 110117-83-4 1G ₹8432.68 2022-06-14 Buy
Sigma-Aldrich(India) 452483 1-Methyl-D-tryptophan 95% 110117-83-4 10G ₹59970.5 2022-06-14 Buy
Product number Packaging Price Buy
452483 250MG ₹2706.25 Buy
452483 1G ₹8432.68 Buy
452483 10G ₹59970.5 Buy

1-METHYL-D-TRYPTOPHAN Chemical Properties,Uses,Production

Description

Indoleamine 2,3-dioxygenase (IDO) metabolizes tryptophan to kynurenine, leading to the production of NAD+ via the kynurenine pathway. The overexpression of IDO in tumors and tumor-draining lymph nodes induces immune tolerance and enhances tumor growth in vivo. 1-methyl-D-Tryptophan is an inhibitor of IDO (IC50 = 7 μM) that is effective in vivo. In mice, 1-methyl-D-tryptophan prevents T-cell anergy triggered by dendritic cells overexpressing IDO. It augments the antitumor and antiviral immunoresponse of CD8+ T-cells and reduces tumor volume in mice with xenografts overexpressing IDO. 1-methyl-D-Tryptophan, in combination with chemotherapy, causes regression of tumors and prolongs survival. Surprisingly, 1-methyl-D-tryptophan induces the expression of IDO in human ovarian carcinoma SKOV3 cells in culture.

Uses

Indoleamine 2,3-dioxygenase (IDO) metabolizes tryptophan to kynurenine, leading to the production of NAD+ via the kynurenine pathway. The overexpression of IDO in tumors and tumor-draining lymph nodes induces immune tolerance and enhances tumor growth in vivo. 1-methyl-D-Tryptophan is an inhibitor of IDO (IC50 = 7 μM) that is effective in vivo. In mice, 1-methyl-D-tryptophan prevents T-cell anergy triggered by dendritic cells overexpressing IDO. It augments the antitumor and antiviral immunoresponse of CD8+ T-cells and reduces tumor volume in mice with xenografts overexpressing IDO. 1-methyl-D-Tryptophan, in combination with chemotherapy, causes regression of tumors and prolongs survival. Surprisingly, 1-methyl-D-tryptophan induces the expression of IDO in human ovarian carcinoma SKOV3 cells in culture.

1-METHYL-D-TRYPTOPHAN Preparation Products And Raw materials

Raw materials

Preparation Products

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1-METHYL-D-TRYPTOPHAN 1-Methyl-D-tryptophane 1-METHYL-D-TRYPTOPHAN 95% (R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid IndoxiMod Indoximod (NLG-8189) NLG-8189 1-Me-D-Trp D-Trp(Me)-OH Me-D-Trp H-D-Trp(1-Me)-OH INDOXIMOD;1-METHYL-D-TRYPTOPHAN;1-METHYL-D-TRYPTOPHANE (2R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid D-Tryptophan, 1-methyl- 1-METHYL-D-TRYPTOPHAN USP/EP/BP (2R)-2-amino-3-(1-methylindol-3-yl)propanoic acid 110117-83-4 Amino Acid Derivatives Peptide Synthesis Specialty Synthesis Tryptophan Inhibitors Amino Acid Derivatives Peptide Synthesis Tryptophan