19192-78-0
Chemical Structure
Selenomethionine selenoxide
Synonym(s): SeOMet; SeMetO
- CAS. Nr.: 19192-78-0
- Formula:C5H11NO3Se
- Molecular Weight:212.11
InChIKey: KGXZPWNBFWCDRF-YGVKFDHGSA-N
SMILES: C[Se](CC[C@H](N)C(O)=O)=O
Biological Activity: Selenomethionine selenoxide (SeOMet; SeMetO) is an oxidative metabolite of selenomethionine (SeMet). Selenomethionine selenoxide can be reduced by GSH to generate oxidized glutathione (GSSG) while regenerating the parent compound SeMet. Selenomethionine selenoxide can serve as a substrate for the thioredoxin reductase (TrxR) and glutathione reductase (GSR) systems in the presence of NADPH. Selenomethionine selenoxide can also be formed by the reaction of SeMet with N-chloramines, and the reduction of this substance supports the catalytic cycle by which selenium-containing compounds scavenge myeloperoxidase-derived oxidants. Selenomethionine selenoxide can be taken up by wheat roots and is converted to selenomethionine after root uptake. Selenomethionine selenoxide can be used in metabolism-related research[1][2][3].
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Selenomethionine selenoxide | Selenomethionine selenoxide (SeOMet; SeMetO) is an oxidative metabolite of selenomethionine (SeMet). Selenomethionine selenoxide can be reduced by GSH to generate oxidized glutathione (GSSG) while regenerating the parent compound SeMet. Selenomethionine selenoxide can serve as a substrate for the thioredoxin reductase (TrxR) and glutathione reductase (GSR) systems in the presence of NADPH. Selenomethionine selenoxide can also be formed by the reaction of SeMet with N-chloramines, and the reduction of this substance supports the catalytic cycle by which selenium-containing compounds scavenge myeloperoxidase-derived oxidants. Selenomethionine selenoxide can be taken up by wheat roots and is converted to selenomethionine after root uptake. Selenomethionine selenoxide can be used in metabolism-related research. | |||||||||||||||||||||
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References
- [1]. Suryo Rahmanto A, et al. Catalytic activity of selenomethionine in removing amino acid, peptide, and protein hydroperoxides. Free radical biology & medicine. 2011 Dec 15;51(12):2288-99.
- [2]. Carroll L, et al. Catalytic oxidant scavenging by selenium-containing compounds: Reduction of selenoxides and N-chloramines by thiols and redox enzymes. Redox biology. 2017 Aug;12:872-882.
- [3]. Wang Q, et al. Absorption and Biotransformation of Selenomethionine and Selenomethionine-Oxide by Wheat Seedlings (Triticum aestivum L.). Plants, 2024, 13(3): 380.
