L-α-Methyltyrosine (BAT-008124)
* For research use only

L-α-Methyltyrosine is a tyrosine hydroxylase inhibitor. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma. It reduces the elevated levels of catecholamines associated with pheochromocytoma, thus preventing hypertension.

Category
L-Amino Acids
Catalog number
BAT-008124
CAS number
672-87-7
Molecular Formula
C10H13NO3
Molecular Weight
195.21
Application
L-α-Methyltyrosine is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma.
L-α-Methyltyrosine
IUPAC Name
(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
Synonyms
α-Methyl-L-tyrosine;(S)-2-(4-Hydroxybenzyl)-2-aminopropanoic Acid;(S)-α-Methyltyrosine;Demser;L(-)-Metyrosine;L-α-MT;Metirosine;(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid;Racemetirosine
Appearance
White Solid
Purity
98%
Density
1.283g/cm3
Melting Point
312.5 °C
Boiling Point
383.7ºC at 760 mmHg
Storage
-20°C Freezer
Solubility
Boiling Methanol, Water
Application
L-α-Methyltyrosine is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma.
InChI
InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1
InChI Key
NHTGHBARYWONDQ-JTQLQIEISA-N
Canonical SMILES
CC(CC1=CC=C(C=C1)O)(C(=O)O)N
1.Kinetics of 3-[(123)I]iodo-l-alpha-methyltyrosine transport in rat C6 glioma cells.
Riemann B1, Stögbauer F, Kopka K, Halfter H, Lasic M, Schirmacher A, Kuwert T, Weckesser M, Ringelstein EB, Schober O. Eur J Nucl Med. 1999 Oct;26(10):1274-8.
3-[(123)I]Iodo-l-alpha-methyltyrosine ((123)I-IMT) is used for the diagnosis and monitoring of brain tumours by means of single-photon emission tomography (SPET). To date, little has been known about the system for the transport of (123)I-IMT into brain tumour cells. It is assumed that (123)I-IMT is transported by a specific carrier for large, neutral amino acids (L-system). In this study, rat C6 glioma cells were used to characterize the uptake system of (123)I-IMT and to investigate its precise kinetics. The time course of (123)I-IMT uptake into the cells was examined for a range of 1-60 min. (123)I-IMT uptake rates with varying concentrations of (123)I-IMT (2. 5-50 microM) in the medium were quantified to assess the kinetic parameters of (123)I-IMT transport. Furthermore, competition of (123)I-IMT with other amino acids was investigated to identify the distinct transport systems involved in (123)I-IMT uptake. (123)I-IMT uptake into C6 glioma cells was linear for approximately 10 min and reached a steady-state level within 30 min.
2.Noninvasive grading of untreated gliomas: a comparative study of MR imaging and 3-(iodine 123)-L-alpha-methyltyrosine SPECT.
Riemann B1, Papke K, Hoess N, Kuwert T, Weckesser M, Matheja P, Wassmann H, Heindel W, Schober O. Radiology. 2002 Nov;225(2):567-74.
PURPOSE: To compare the accuracy of magnetic resonance (MR) imaging scores with that of 3-(iodine 123)-L-alpha-methyltyrosine ((123)I-IMT) single photon emission computed tomography (SPECT) in the noninvasive grading of untreated gliomas.
3.Expression of L amino acid transport system 1 and analysis of iodine-123-methyltyrosine tumor uptake in a pancreatic xenotransplantation model using fused high-resolution-micro-SPECT-MRI.
von Forstner C1, Zuhayra M, Ammerpohl O, Zhao Y, Tiwari S, Jansen O, Kalthoff H, Henze E, Egberts JH. Hepatobiliary Pancreat Dis Int. 2011 Feb;10(1):30-7.
BACKGROUND: The specificity in discriminating pancreatitis is limited in the positron emission tomography (PET) using Fluorine-18-fluorodeoxyglucose. Furthermore, PET is not widely available compared to the single photon emission computed tomography (SPECT). Since amino acids play a minor role in metabolism of inflammatory cells, the potential of the SPECT tracer, 3-[123I]iodo-L-alpha-methyltyrosine (123I-IMT), for detecting pancreatic cancer was examined in xenotransplantation models of human pancreatic carcinoma in mice.
Bio Calculators
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L

* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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