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Merck

M8377

Sigma-Aldrich

α-Methyl-DL-tryptophan

≥98% (TLC), suitable for cell culture

Sinónimos:

α-methyl-tryptophan

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About This Item

Fórmula empírica (notación de Hill):
C12H14N2O2
Número de CAS:
Peso molecular:
218.25
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Nombre del producto

α-Methyl-DL-tryptophan, crystalline

assay

≥98% (TLC)

Quality Level

form

crystalline

technique(s)

tissue culture: suitable

color

light yellow

Storage temp.

2-8°C

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

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_germany

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 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.
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
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
Anita S D Saporta et al.
Journal of child neurology, 25(3), 336-342 (2009-09-15)
Previous studies in Tourette syndrome have reported lateralized abnormalities of neurotransmitters and microstructure of the cortico-striato-thalamo-cortical circuit. The authors analyzed the relationship between serotonin synthesis and microstructural changes in the subcortical structures (caudate nucleus, lentiform nucleus, and thalamus) related to

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