1-METHYL-D-TRYPTOPHAN
- 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
- MDL Number:
- MFCD00274271
- MOL File:
- 110117-83-4.mol
- MSDS File:
- SDS
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 |
NCI Dictionary of Cancer Terms | 1-methyl-d-tryptophan |
FDA UNII | TX5CYN1KMZ |
NCI Drug Dictionary | indoximod |
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(19)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 452483 | 1-Methyl-D-tryptophan 95% | 110117-83-4 | 1g | $146 | 2024-03-01 | Buy |
Sigma-Aldrich | 452483 | 1-Methyl-D-tryptophan 95% | 110117-83-4 | 10g | $959 | 2024-03-01 | Buy |
Cayman Chemical | 16456 | 1-methyl-D-Tryptophan ≥95% | 110117-83-4 | 1g | $115 | 2024-03-01 | Buy |
Cayman Chemical | 16456 | 1-methyl-D-Tryptophan ≥95% | 110117-83-4 | 5g | $474 | 2024-03-01 | Buy |
Sigma-Aldrich | 452483 | 1-Methyl-D-tryptophan 95% | 110117-83-4 | 250mg | $47 | 2024-03-01 | 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
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
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.
storage
Store at -20°C
References
1) Hou?et al. (2007),?Inhibition of indoleamine 2,3-dioxygenase in dendritic cells by stereoisomers of 1-methyl-tryptophan correlates with antitumor responses; Cancer Res.,?67?792 2) Soliman?et al. (2010),?Indoleamine 2,3-dioxygenase: is it an immune suppressor?; Cancer J.,?16?354 3) Friberg?et al. (2002),?Indoleamine 2,3-dioxygenase contributes to tumor cell evasion of T-cell mediated rejection; Int. J. Cancer,?101?151 4) Metz?et al. (2012),?IDO inhibits a tryptophan sufficiency signal that stimulates mTOR; Oncoimmunol.,?1?1460
1-METHYL-D-TRYPTOPHAN Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29798 | 60 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32760 | 60 |
Biochempartner | 0086-13720134139 | candy@biochempartner.com | CHINA | 967 | 58 |
Accela ChemBio Inc. | (+1)-858-699-3322 | info@accelachem.com | United States | 19965 | 58 |
Xi'an Kono chem co., Ltd., | 029-86107037 13289246953 | info@konochemical.com | China | 2995 | 58 |
Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22968 | 58 |
Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63711 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49391 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29826 | 58 |
Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 12997 | 58 |
View Lastest Price from 1-METHYL-D-TRYPTOPHAN manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2021-09-29 | 1-Methyl-D-tryptophan
110117-83-4
|
US $0.00 / Kg/Drum | 1KG | 98%min | 500kg | WUHAN FORTUNA CHEMICAL CO., LTD | ||
2021-07-02 | 1-Methyl-D-tryptophan 95%
110117-83-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd | ||
2020-01-14 | 1-METHYL-D-TRYPTOPHAN
110117-83-4
|
US $7.00 / KG | 1KG | 99% | 1000kg | Career Henan Chemical Co |
- 1-Methyl-D-tryptophan
110117-83-4
- US $0.00 / Kg/Drum
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
- 1-Methyl-D-tryptophan 95%
110117-83-4
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
- 1-METHYL-D-TRYPTOPHAN
110117-83-4
- US $7.00 / KG
- 99%
- Career Henan Chemical Co
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