L-Methionine-DL-sulfoximine

L-Methionine-DL-sulfoximine (MSX; MSO), a highly specific and irreversible inhibitor of Glutamine synthetase (GS), is also a potent convulsant which metabolically and morphologically primarily affects astroglia. L-Methionine-DL-sulfoximine has been employed to inhibit the Gln-dependent ammonia-stimulated neuronal toxicity in vitro, potentiating Gln deficit-dependent depression. L-Methionine-DL-sulfoximine tremendously increases the rate of release of fixed nitrogen in cyanobacteria. L-Methionine-DL-sulfoximine is a promising candidate for research in biofertilizers and convulsive seizures (CS) [1][2][3][4][5].

Product Specifications

CAS Number

[15985-39-4]

Product Name Alternative

MSX; MSO

UNSPSC

12352211

Hazard Statement

H315, H319, H335

Target

Glutaminase

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Neuroscience-Neuromodulation

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/l-methionine-dl-sulfoximine.html

Purity

98.0

Solubility

DMSO : < 1 mg/mL (ultrasonic; warming; heat to 60°C) |H2O : 50 mg/mL (ultrasonic)

Smiles

O=C(O)[C@@H](N)CCS(=N)(C)=O

Molecular Formula

C5H12N2O3S

Molecular Weight

180.23

Precautions

H315, H319, H335

References & Citations

[1]Albrecht J, Norenberg MD. L-methionine-DL-sulfoximine induces massive efflux of glutamine from cortical astrocytes in primary culture. Eur J Pharmacol. 1990;182 (3) :587-589. |[2]Premakumar R, Sorger GJ, Gooden D. Repression of nitrate reductase in Neurospora studied by using L-methionine-DL-sulfoximine and glutamine auxotroph gln-1b. J Bacteriol. 1980;143 (1) :411-415. |[3]Pawlik MJ, et al. Pretreatment with a glutamine synthetase inhibitor MSO delays the onset of initial seizures induced by pilocarpine in juvenile rats[J]. Brain Res. 2021 Feb 15;1753:147253. |[4]Prakash, O., et al. Isolation and Characterization of Ammonia Secreting Cyanobacterium Nostoc sp. NDUPC007 from Agriculture Fields of Varanasi[J]. Proc. Natl. Acad. Sci., India, Sect. B Biol. Sci. 2022 January 10; 92, 89–93. |[5]Pawlik MJ, et al. Inhibition of Glutamate Release, but Not of Glutamine Recycling to Glutamate, Is Involved in Delaying the Onset of Initial Lithium-Pilocarpine-Induced Seizures in Young Rats by a Non-Convulsive MSO Dose[J]. Int J Mol Sci. 2021 Oct 15;22 (20) :11127.