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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:
153-91-3
Peso molecular:
218.25
MDL number:
MFCD00038416
UNSPSC Code:
12352209
PubChem Substance ID:
24897245
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

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.
Clinical nuclear medicine, 37(9), 838-842 (2012-08-15)
PET studies with α[C-11]methyl-L-tryptophan (AMT) have shown decreased serotonin synthesis based on a decrease of the unidirectional uptake rate (K-complex) in neuropsychiatric conditions such as autism and depression. Increased AMT K-complex in tumors can indicate increased tryptophan metabolism via the
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
Hiroyuki Wakamoto et al.
Pediatric neurology, 39(3), 181-188 (2008-08-30)
Preliminary studies suggest that alpha[(11)C]methyl-l-tryptophan positron emission tomography can detect the epileptic focus within malformations of cortical development. We determined the sensitivity and specificity of alpha-[(11)C]methyl-l-tryptophan positron emission tomography in identifying epileptic focus in children with intractable, neocortical epilepsy with
Nela Pivac et al.
Neurochemistry international, 58(7), 826-832 (2011-03-19)
Lumped constant (LC) is a constant used to convert brain trapping constant of α-methyl-l-tryptophan (using α-(14)C-methyl-l-tryptophan) into the constant for conversion of tryptophan into serotonin (5-hydroxytryptamine, 5-HT), which can be then used with certain assumptions in the calculation of the
Linda Booij et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 22(6), 419-423 (2012-01-20)
There is an increasing evidence that prenatal and early postnatal stressors have life long impacts on physical and mental health problems. Animal studies have shown that this could include enduring changes to brain serotonin neurotransmission. In the present study, we
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