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Key Documents

M8377

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

α-Methyl-DL-tryptophan, crystalline

Assay

≥98% (TLC)

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 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)

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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
Kazuya Kanemaru et al.
Neurochemistry international, 55(7), 529-535 (2009-05-26)
The neurotransmitter, serotonin, is involved in several brain functions, including both normal, physiological functions, and pathophysiological functions. Alterations in any of the normal parameters of serotonergic neurotransmission can produce several different psychiatric disorders, including major depression. In many instances, brain
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
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
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

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