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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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Sujatha Kannan et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 31(2), 738-749 (2010-09-10)
Maternal intrauterine inflammation is implicated in neurodevelopmental disorders in the offspring. Serotonin is crucial for regulating maturation in the developing brain, and maternal inflammation may result in disruption of the serotonergic system in the perinatal period. Saline or endotoxin was
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 neuro-oncology, 107(2), 365-372 (2011-11-04)
Dysembryoplastic neuroepithelial tumors (DNTs) are typically hypometabolic but can show increased amino acid uptake on positron emission tomography (PET). To better understand mechanisms of amino acid accumulation in epileptogenic DNTs, we combined quantitative α-[(11)C]methyl-L: -tryptophan (AMT) PET with tumor immunohistochemistry.
Harry T Chugani et al.
Epilepsia, 52(9), 1692-1698 (2011-05-17)
Interictal increase of (11) C-alpha-methyl-l-tryptophan (AMT) on positron emission tomography (PET) can be seen in cortical epileptic foci, and is particularly common in cortical developmental malformations. Therefore, in the present study, we evaluated the clinical and histopathologic correlates of AMT-PET
Mario L Muscedere et al.
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology, 198(3), 219-227 (2011-12-03)
As social insect workers mature, outside-nest tasks associated with foraging and defense are typically performed at higher frequencies. Foraging in ants is often a pheromonally mediated collective action performed by mature workers; age-dependent differences in olfactory response thresholds may therefore

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