1-methyl-D-Tryptophan

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.Formal Name: 1-methyl-D-tryptophan. CAS Number: 110117-83-4. Synonyms: D-1MT, Indoximod. Molecular Formula: C12H14N2O2. Formula Weight: 218.3. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: Acetic Acid (2%): 1 mg/ml, Methanol: 0.1 mg/ml. lambdamax: 223, 286 nm. SMILES: CN1C2=CC=CC=C2C(C[C@H](C(O)=O)N)=C1. InChi Code: 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-/m1/s1. InChi Key: ZADWXFSZEAPBJS-SNVBAGLBSA-N.