An inhibitor of glutamine synthetase
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L-Methionine-(S,R)-Sulfoximine

Item No. 27608

Technical Information
Formal Name
2S-amino-4-(S-methylsulfonimidoyl)-butanoic acid
CAS Number
15985-39-4
Molecular Formula
C5H12N2O3S
Formula Weight
Purity
≥95%
Formulation
A solid
PBS (pH 7.2): 5 mg/ml
SMILES
N[C@H](C(O)=O)CCS(C)(=N)=O
InChi Code
InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1
InChi Key
SXTAYKAGBXMACB-DPVSGNNYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    L-Methionine-(S,R)-sulfoximine is an inhibitor of glutamine synthetase and a sulfoximine derivative of L-methionine.1 It inhibits pea glutamine synthetase by 31 to 64% when used at concentrations ranging from 5 to 25 µM following preincubation with L-glutamine, an effect that is absent without L-glutamine preincubation. It also inhibits glutamine synthetase in isolated chick embryo retinas.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sinden, S.L., and Durbin, R.D. Glutamine synthetase inhibition: Possible mode of action of wildfire toxin from Pseudomonas tabaci. Nature 219(5152), 379-380 (1968).

    2. Reif-Lehrer, L., and Coghlin, J. Conversion of glutamic acid to glutamine by retinal glutamine synthetase. Exp. Eye Res. 17(4), 321-328 (1973).