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1-METHYL-D-TRYPTOPHAN

1-METHYL-D-TRYPTOPHAN Structure
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
MDL Number:
MFCD00274271
MOL File:
110117-83-4.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59
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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
NCI Dictionary of Cancer Terms 1-methyl-d-tryptophan
FDA UNII TX5CYN1KMZ
NCI Drug Dictionary indoximod

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
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
Product number Packaging Price Buy
452483 1g $146 Buy
452483 10g $959 Buy
16456 1g $115 Buy
16456 5g $474 Buy
452483 250mg $47 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

1-METHYL-D-TRYPTOPHAN Suppliers

Global( 192)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 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 47465 58
career henan chemical co 		+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Zhengzhou Alfa Chemical Co.,Ltd 		+8618530059196 sale04@alfachem.cn China 12468 58
Supplier Advantage
Capot Chemical Co.,Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
Biochempartner 		58
Accela ChemBio Inc. 		58
Xi'an Kono chem co., Ltd., 		58
Hubei xin bonus chemical co. LTD 		58
Alchem Pharmtech,Inc. 		58
CONIER CHEM AND PHARMA LIMITED 		58
career henan chemical co 		58
Zhengzhou Alfa Chemical Co.,Ltd 		58

View Lastest Price from 1-METHYL-D-TRYPTOPHAN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-Methyl-D-tryptophan pictures 2021-09-29 1-Methyl-D-tryptophan
110117-83-4
 US $0.00 / Kg/Drum 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
1-Methyl-D-tryptophan 95% pictures 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
1-METHYL-D-TRYPTOPHAN pictures 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 Spectrum

1-METHYL-D-TRYPTOPHAN(110117-83-4)1HNMR1-METHYL-D-TRYPTOPHAN(110117-83-4)IR

110117-83-4(1-METHYL-D-TRYPTOPHAN)Related Search:

5-METHYL-DL-TRYPTOPHAN 1-METHYL-D-TRYPTOPHAN 1-METHYL-DL-TRYPTOPHAN Fmoc-D-Trp(Boc)-OH 1-METHYL-L-TRYPTOPHAN
5-METHYL-DL-TRYPTOPHAN HYDRATE α-Methyl-(S)-tryptophan,ALPHA-METHYL-L-TRYPTOPHAN 1-METHYL-L-TRYPTOPHAN D(+)-Tryptophan BOC-D-TPI(FOR)-OH
Z-D-TRP(BOC)-OH FMOC-D-TRP(ME)-OH H-D-TRP(BOC)-OH 7-METHOXY-1-METHYL-D-TRYPTOPHAN ETHYL ESTER BOC-D-TRP(FOR)-OH
H-D-TRP(FOR)-OH HCL BOC-N-ALPHA-METHYL-DL-TRYPTOPHAN 4-METHYL-DL-TRYPTOPHAN

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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