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860646

Sigma-Aldrich

1-Methyl-DL-tryptophan

97%

Synonym(s):

1-Methyl-DL-tryptophan, 1-Methyltryptophan, 2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, 2-Amino-3-(1-methyl-1H-indol-3-yl)propanoicacid, 2-Amino-3-(1-methylindol-3-yl)propanoic acid, DL-1-Methyltryptophan, N′-Methyl-DL-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O2
CAS Number:
26988-72-7
Molecular Weight:
218.25
EC Number:
248-157-6
MDL number:
MFCD00005803
UNSPSC Code:
12352100
PubChem Substance ID:
24888516
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

250 °C (dec.) (lit.)

SMILES string

Cn1cc(CC(N)C(O)=O)c2ccccc12

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)

InChI key

ZADWXFSZEAPBJS-UHFFFAOYSA-N

Related Categories

Application

1-Methyl-DL-tryptophan, a competitive inhibitor of indoleamine 2,3 dioxygenase-1 (IDO1), has been used to study inflammation-induced depression in mice and syncytial virus induced bronchiolitis.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Motivational changes that develop in a mouse model of inflammation-induced depression are independent of indoleamine 2, 3 dioxygenase.
Vichaya, Elisabeth G et al.
Neuropsychopharmacology (2018)
Seung-Ha Yang et al.
Experimental & molecular medicine, 41(5), 315-324 (2009-03-25)
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Qi-Xiang Ye et al.
Experimental and therapeutic medicine, 14(3), 1884-1891 (2017-10-01)
Cytotoxic T-lymphocyte-associated protein 4 immunoglobulin (CTLA4Ig) and anti-cluster of differentiation 154 (anti-CD154) are able to block B7/CD28 and CD40/CD154 co-stimulatory signals in T cells. Additionally, they promote hematopoietic stem cell transplantation (HSCT) in sensitized recipients and are able to induce
Gavin Carr et al.
Journal of medicinal chemistry, 51(9), 2634-2637 (2008-04-09)
Synthetic analogues of the sponge natural product exiguamine A (3) have been prepared and evaluated for their ability to inhibit indoleamine 2,3-dioxygenase in vitro.
Neda Milosavljevic et al.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society, 23(8), 1040-1050 (2017-05-10)
Mesenchymal stem cells (MSCs) are, due to immunomodulatory characteristics, considered as novel agents in the treatment of immune-mediated acute liver failure. Although it is known that MSCs can regulate activation of T lymphocytes, their capacity to modulate function of neutrophils
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