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Merck
CN

M8377

α-Methyl-DL-tryptophan

≥98% (TLC), suitable for cell culture

Synonym(s):

α-methyl-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O2
CAS Number:
Molecular Weight:
218.25
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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Product Name

α-Methyl-DL-tryptophan, crystalline

SMILES string

CC(N)(Cc1c[nH]c2ccccc12)C(O)=O

InChI

1S/C12H14N2O2/c1-12(13,11(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,14H,6,13H2,1H3,(H,15,16)

InChI key

ZTTWHZHBPDYSQB-UHFFFAOYSA-N

assay

≥98% (TLC)

form

crystalline

technique(s)

tissue culture: suitable

color

light yellow

storage temp.

2-8°C

Quality Level

Application


  • Nanoengineered sonosensitive platelets for synergistically augmented sonodynamic tumor therapy by glutamine deprivation and cascading thrombosis.: This study explores the use of a-Methyl-DL-tryptophan in enhancing sonodynamic tumor therapy through the deprivation of glutamine and inducing thrombosis, offering a new approach to cancer treatment (Zhou et al., 2023).

  • Transporter targeted gatifloxacin prodrugs: synthesis, permeability, and topical ocular delivery.: This article describes the application of a-Methyl-DL-tryptophan in developing transporter-targeted prodrugs, enhancing drug delivery systems, particularly in ocular treatments (Vooturi et al., 2012).

  • SLC6A14 (ATB0,+) protein, a highly concentrative and broad specific amino acid transporter, is a novel and effective drug target for treatment of estrogen receptor-positive breast cancer.: The study investigates the role of a-Methyl-DL-tryptophan in targeting SLC6A14 for treating estrogen receptor-positive breast cancer, highlighting its potential as a therapeutic agent (Karunakaran et al., 2011).

Biochem/physiol Actions

α-methyl-DL-tryptophan is a blocker of ATBo, an amino acid transporter whose expression is upregulated in cancer.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Csaba Juhász et al.
Nuclear medicine and biology, 39(7), 926-932 (2012-03-27)
Tryptophan oxidation via the kynurenine pathway is an important mechanism of tumoral immunoresistance. Increased tryptophan metabolism via the serotonin pathway has been linked to malignant progression in breast cancer. In this study, we combined quantitative positron emission tomography (PET) with
Bálint Alkonyi et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 53(7), 1058-1064 (2012-06-02)
PET of amino acid transport and metabolism may be more accurate than conventional neuroimaging in differentiating recurrent gliomas from radiation-induced tissue changes. α-(11)C-methyl-l-tryptophan ((11)C-AMT) is an amino acid PET tracer that is not incorporated into proteins but accumulates in gliomas
Benicio N Frey et al.
Psychiatry research, 183(2), 157-166 (2010-07-16)
Women are at higher risk than men for developing major depressive disorder (MDD), but the mechanisms underlying this higher risk are unknown. Here, we report proportionally normalized alpha-[(11)C]methyl-L-tryptophan brain trapping constant (alpha-[(11)C]MTrp K*(N)), an index of serotonin synthesis, in 25
Kazuya Kanemaru et al.
Brain research bulletin, 77(4), 214-220 (2008-08-05)
In this study, we measured the effect of an acute treatment of citalopram on 5-hydroxytryptamine (5-HT) synthesis in a genetic rat model of depression, the Flinders Sensitive Line (FSL) rats, their counterparts, the Flinders Resistant Line (FRL) rats, and outbred
Alexandre Berney et al.
Archives of general psychiatry, 68(7), 732-741 (2011-03-09)
The hypothesis of a serotonin (5-hydroxytryptamine [5-HT]) dysfunction in obsessive-compulsive disorder (OCD) stems largely from the clinical efficacy of 5-HT reuptake inhibitors. Serotonergic abnormalities in the unmedicated symptomatic state, however, remain to be fully characterized. To investigate brain regional 5-HT

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