110117-83-4 | 1-Methyl-D-tryptophan

Packsize	Purity	Availability	Price	Discounted Price
250mg	≥95%	in stock	$48.00	$34.00
500mg	≥95%	in stock	$84.00	$59.00
1g	97%	in stock	$94.00	$66.00
5g	97%	in stock	$330.00	$231.00
10g	95%	in stock	$553.00	$388.00
25g	95%	in stock	$1,106.00	$775.00

Description

• Catalog Number: AB43411
• Chemical Name: 1-Methyl-D-tryptophan
• CAS Number: 110117-83-4
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.2518
• MDL Number: MFCD00274271
• SMILES: OC(=O)[C@@H](Cc1cn(c2c1cccc2)C)N
• NSC Number: 721782

Computed Properties

• Complexity: 270
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 3
• XLogP3: -1.3

Literature

• IDO2 is critical for IDO1-mediated T-cell regulation and exerts a non-redundant function in inflammation.

  International immunology 20140701

• Indoleamine 2,3-dioxygenase 2 (IDO2) and the kynurenine pathway: characteristics and potential roles in health and disease.

  Amino acids 20131201

• Addition of an indoleamine 2,3,-dioxygenase inhibitor to B cell-depletion therapy blocks autoreactive B cell activation and recurrence of arthritis in K/BxN mice.

  Arthritis and rheumatism 20120701

• Effects of indoleamine 2,3-dioxygenases in carbon tetrachloride-induced hepatitis model of rats.

  Cell biochemistry and function 20120601

• Suppression of azoxymethane-induced colonic preneoplastic lesions in rats by 1-methyltryptophan, an inhibitor of indoleamine 2,3-dioxygenase.

  Cancer science 20120501

• The role of indoleamine 2, 3 dioxygenase in regulating host immunity to leishmania infection.

  Journal of biomedical science 20120101

• Modulation of tumor tolerance in primary central nervous system malignancies.

  Clinical & developmental immunology 20120101

• Targeting multiple-myeloma-induced immune dysfunction to improve immunotherapy outcomes.

  Clinical & developmental immunology 20120101

• Altered tryptophan metabolism as a paradigm for good and bad aspects of immune privilege in chronic inflammatory diseases.

  Frontiers in immunology 20120101

• Purification and kinetic characterization of human indoleamine 2,3-dioxygenases 1 and 2 (IDO1 and IDO2) and discovery of selective IDO1 inhibitors.

  Biochimica et biophysica acta 20111201

• Novel action of 3,4-DAA ameliorating acute liver allograft injury.

  Cell biochemistry and function 20111201

• Imatinib potentiates antitumor T cell responses in gastrointestinal stromal tumor through the inhibition of Ido.

  Nature medicine 20110901

• The role of indoleamine 2, 3-dioxygenase in lepromatous leprosy immunosuppression.

  Clinical and experimental immunology 20110801

• Contribution of dehydroepiandrosterone sulfate and progesterone to in vitro regulation of tolerogenic activity of IFN-α-induced dendritic cells.

  Bulletin of experimental biology and medicine 20110601

• Vascular expression, activity and function of indoleamine 2,3-dioxygenase-1 following cerebral ischaemia-reperfusion in mice.

  Naunyn-Schmiedeberg's archives of pharmacology 20110501

• Expression of indoleamine 2,3-dioxygenase in acute myeloid leukemia and the effect of its inhibition on cultured leukemia blast cells.

  Medical oncology (Northwood, London, England) 20110301

• Interferon-γ regulates the proliferation and differentiation of mesenchymal stem cells via activation of indoleamine 2,3 dioxygenase (IDO).

  PloS one 20110101

• The indoleamine-2,3-dioxygenase (IDO) inhibitor 1-methyl-D-tryptophan upregulates IDO1 in human cancer cells.

  PloS one 20110101

• Vascular endothelial expression of indoleamine 2,3-dioxygenase 1 forms a positive gradient towards the feto-maternal interface.

  PloS one 20110101

• Suppression of humoral immune response to hepatitis B surface antigen vaccine in BALB/c mice by 1-methyl-tryptophan co-administration.

  Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences 20110101

• Indoleamine 2,3-dioxygenase-expressing leukemic dendritic cells impair a leukemia-specific immune response by inducing potent T regulatory cells.

  Haematologica 20101201

• Mesenchymal stem cells inhibit complement activation by secreting factor H.

  Stem cells and development 20101101

• Ability of IDO to attenuate liver injury in alpha-galactosylceramide-induced hepatitis model.

  Journal of immunology (Baltimore, Md. : 1950) 20101015

• Inhibitor of indoleamine-2,3-dioxygenase 1-methyl-D-tryptophan can stimulate the growth of immunogenic tumors.

  Bulletin of experimental biology and medicine 20101001

• Biochemical characteristics and inhibitor selectivity of mouse indoleamine 2,3-dioxygenase-2.

  Amino acids 20100701

• A combination of the metabolic enzyme inhibitor APO866 and the immune adjuvant L-1-methyl tryptophan induces additive antitumor activity.

  Experimental biology and medicine (Maywood, N.J.) 20100701

• Rational design of indoleamine 2,3-dioxygenase inhibitors.

  Journal of medicinal chemistry 20100211

• The role of indoleamine 2,3-dioxygenase in retinal pigment epithelial cell-mediated immune modulation.

  Ocular immunology and inflammation 20100101

• Melanoma: a model for testing new agents in combination therapies.

  Journal of translational medicine 20100101

• Divergent modulation of Chlamydia pneumoniae infection cycle in human monocytic and endothelial cells by iron, tryptophan availability and interferon gamma.

  Immunobiology 20100101

• Psychological stress-induced, IDO1-dependent tryptophan catabolism: implications on immunosuppression in mice and humans.

  PloS one 20100101

• Role of the immunosuppressive enzyme indoleamine 2,3-dioxygenase in the progression of ovarian carcinoma.

  Gynecologic oncology 20091101

• IDO and outcomes in ovarian cancer.

  Gynecologic oncology 20091101

• Efficacy of levo-1-methyl tryptophan and dextro-1-methyl tryptophan in reversing indoleamine-2,3-dioxygenase-mediated arrest of T-cell proliferation in human epithelial ovarian cancer.

  Cancer research 20090701

• Lipopolysaccharide-induced depressive-like behavior is mediated by indoleamine 2,3-dioxygenase activation in mice.

  Molecular psychiatry 20090501

• Allostimulatory activity of bone marrow-derived plasmacytoid dendritic cells is independent of indoleamine dioxygenase but regulated by inducible costimulator ligand expression.

  Human immunology 20090501

• Combined effect of antiretroviral therapy and blockade of IDO in SIV-infected rhesus macaques.

  Journal of immunology (Baltimore, Md. : 1950) 20090401

• Indoleamine 2,3-dioxygenase-2; a new enzyme in the kynurenine pathway.

  The international journal of biochemistry & cell biology 20090301

• Expression of indoleamine 2,3-dioxygenase in nasopharyngeal carcinoma impairs the cytolytic function of peripheral blood lymphocytes.

  BMC cancer 20090101

• Overexpression of indoleamine 2,3-dioxygenase in human endometrial carcinoma cells induces rapid tumor growth in a mouse xenograft model.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20081115

• The indoleamine 2,3-dioxygenase pathway is essential for human plasmacytoid dendritic cell-induced adaptive T regulatory cell generation.

  Journal of immunology (Baltimore, Md. : 1950) 20081015

• Interaction of tryptophan derivatives with SLC6A14 (ATB0,+) reveals the potential of the transporter as a drug target for cancer chemotherapy.

  The Biochemical journal 20080915

• Indoleamine 2,3-dioxygenase expression promotes renal ischemia-reperfusion injury.

  American journal of physiology. Renal physiology 20080701

• Antimicrobial and immunoregulatory effects mediated by human lung cells: role of IFN-gamma-induced tryptophan degradation.

  FEMS immunology and medical microbiology 20080301

• Levo- but not dextro-1-methyl tryptophan abrogates the IDO activity of human dendritic cells.

  Blood 20080215

• Increased striatal serotonin synthesis following cortical resection in children with intractable epilepsy.

  Epilepsy research 20080201

• Toxicology and pharmacokinetics of 1-methyl-d-tryptophan: absence of toxicity due to saturating absorption.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080101

• Abatacept modulates human dendritic cell-stimulated T-cell proliferation and effector function independent of IDO induction.

  Clinical immunology (Orlando, Fla.) 20080101

• HIV-induced type I interferon and tryptophan catabolism drive T cell dysfunction despite phenotypic activation.

  PloS one 20080101

• Effect of Kidney-replenishing herb on the indoleamine 2,3-dioxygenase of human syncytiotrophoblasts cultured in vitro and the balance of helper T-cell cytokines.

  Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20071101

• Nitric oxide and indoleamine 2,3-dioxygenase mediate CTLA4Ig-induced survival in heart allografts in rats.

  Transplantation 20071027

• Proapoptotic activity of indoleamine 2,3-dioxygenase expressed in renal tubular epithelial cells.

  American journal of physiology. Renal physiology 20070901

• Novel tryptophan catabolic enzyme IDO2 is the preferred biochemical target of the antitumor indoleamine 2,3-dioxygenase inhibitory compound D-1-methyl-tryptophan.

  Cancer research 20070801

• Indoleamine 2, 3-dioxygenase expression in cells of human acute monocyte leukemia (M(5)) and acute lymphocyte leukemia and therapeutic effect of its inhibitor 1-methyl tryptophan.

  Zhongguo shi yan xue ye xue za zhi 20070601

• Synovial autoreactive T cells in rheumatoid arthritis resist IDO-mediated inhibition.

  Journal of immunology (Baltimore, Md. : 1950) 20061201

• Indoleamine 2,3-dioxygenase participates in the interferon-gamma-induced cell death process in cultured bovine luteal cells.

  Biology of reproduction 20060301

• Inhibition of indoleamine 2,3-dioxygenase (IDO) enhances elimination of virus-infected macrophages in an animal model of HIV-1 encephalitis.

  Blood 20051001

• Temperature-sensitive polymer-conjugated IFN-gamma induces the expression of IDO mRNA and activity by fibroblasts populated in collagen gel (FPCG).

  Journal of cellular physiology 20041001

• Expression of indoleamine 2,3-dioxygenase by plasmacytoid dendritic cells in tumor-draining lymph nodes.

  The Journal of clinical investigation 20040715