7314-32-1

Usage

Uses

Used in Pharmaceutical Industry:
L-METHIONINE SULFONE is used as an impurity in the production of L-METHIONINE, which serves as a hepatoprotectant, an antidote for acetaminophen poisoning, and a urinary acidifier. The presence of L-METHIONINE SULFONE in the production process may affect the purity and efficacy of L-METHIONINE, making it an important consideration in the pharmaceutical industry.
Used in Nutritional Supplements:
L-METHIONINE SULFONE is used as a component in nutritional supplements due to its association with L-METHIONINE, which is essential for human development and various physiological functions. The supplementation of L-METHIONINE may indirectly involve the use of L-METHIONINE SULFONE, depending on the purity of the L-METHIONINE source.
Used in Research and Development:
L-METHIONINE SULFONE can be used as a research compound for studying the effects of sulfur oxidation on methionine derivatives and their potential applications in various fields, such as pharmaceuticals, biotechnology, and materials science.

Biochem/physiol Actions

L-Methionine sulfone may be used to study pupae development of the silkworm Bombyx mori L. L-Methionine sulfone may be used as a complexing agent to study conformational structures and stereospecificity of enzymes such as glutamate synthase and gamma-glutamyl transpeptidase.

InChI:InChI=1/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

Upstream product

• 63-68-3 L-methionine 
• 98549-25-8 N-formyl-L-methionine S,S-dioxide 
• 3226-65-1 L-methionine sulfoxide 
• 110815-41-3 trans-5-chloro-6-hydroperoxy-5,6-dihydrothymine 
• 64-18-6 formic acid 
• 7664-93-9 sulfuric acid 
• 23631-84-7 (S_CS_S)-L-methionine sulfoxide 
• 820-10-0 DL-methionine sulfone 
• 59-51-8 DL-methionine 
• 98549-25-8 N-formyl-DL-methionine S,S-dioxide 
• 100453-86-9 acetylamino-(2-methanesulfonyl-ethyl)-malonic acid diethyl ester 
• 1187486-26-5 carriebowmide sulfone 

Downstream Products

• 60280-45-7 N-Boc-L-methionine sulfone 
• 22838-80-8 (S)-3-Benzyloxycarbonylamino-N-((S)-3-methanesulfonyl-1-methoxycarbonyl-propyl)-succinamic acid benzyl ester 
• 126046-13-7 2-({(S)-3-Methanesulfonyl-1-[2-oxo-2-(4-phenylazo-phenyl)-ethoxycarbonyl]-propylamino}-methylene)-malonic acid diethyl ester 
• 87325-41-5 Boc-Met(O₂)-Glu(OtBu)-His-Phe(I)-D-Lys(Boc)-Phe-OtBu 
• 87325-57-3 Boc-Met(O₂)-Glu(OtBu)-His-Phe-D-A₂hy(Boc)-Phe-OtBu 
• 87325-34-6 H-Met(O₂)-Glu-His-Phe(I)-D-Lys-Phe-OH 

Relevant academic research and scientific papers

A Donor-Acceptor [2]Catenane for Visible Light Photocatalysis

Colored charge-transfer complexes can be formed by the association between electron-rich donor and electron-deficient acceptor molecules, bringing about the narrowing of HOMO-LUMO energy gaps so that they become capable of harnessing visible light. In an effort to facilitate the use of these widespread, but nonetheless weak, interactions for visible light photocatalysis, it is important to render the interactions strong and robust. Herein, we employ a well-known donor-acceptor [2]catenane - formed by the mechanical interlocking of cyclobis(paraquat-p-phenylene) and 1,5-dinaphtho[38]crown-10 - in which the charge-transfer interactions between two 4,4′-bipyridinium and two 1,5-dioxynaphthalene units are enhanced by mechanical bonding, leading to increased absorption of visible light, even at low concentrations in solution. As a result, since this [2]catenane can generate persistent bipyridinium radical cations under continuous visible-light irradiation without the need for additional photosensitizers, it can display good catalytic activity in both photo-reductions and -oxidations, as demonstrated by hydrogen production - in the presence of platinum nanoparticles - and aerobic oxidation of organic sulfides, such as l-methionine, respectively. This research, which highlights the usefulness of nanoconfinement present in mechanically interlocked molecules for the reinforcement of weak interactions, can not only expand the potential of charge-transfer interactions in solar energy conversion and synthetic photocatalysis but also open up new possibilities for the development of active artificial molecular shuttles, switches, and machines.

Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.

Mo(VI) complex catalysed synthesis of sulfonees and their modification for anti-HIV activities

An efficient method for the synthesis of sulfones has been developed using sugar derived cis-dioxo molybdenum(VI) complex as catalyst and urea hydrogen peroxide as oxygen source. Present method is highly specific for sulfide oxidation irrespective of presence of alkene and aldehyde groups in the same molecule. Synthesis of fifteen sulfones have been reported with 82–98% isolated yields and the catalyst has been reused five times without any loss in its activity. 2-(Phenylsulfonyl)aniline has been condensed with eight different aromatic aldehydes and the products are being explored for HIV-1 reverse transcriptase inhibition activities.

“Dark” Singlet Oxygen Made Easy

An operationally simple continuous flow generator of “dark” singlet oxygen has been developed. The singlet oxygen was efficiently reacted with several chemical traps to give the corresponding oxygenated products in high yields. The developed “dark” singlet oxygen generator has been successfully applied in the synthesis of the antimalarial drug artemisinin.

Halogenated fatty acid amides and cyclic depsipeptides from an eastern Caribbean collection of the cyanobacterium Lyngbya majuscula

A lipophilic extract of an eastern Caribbean collection of Lyngbya majuscula yielded two new halogenated fatty acid amides, grenadamides B (1) and C (2), and two new depsipeptides, itralamides A (3) and B (4), along with the known compounds hectochlorin a

Under-flame Reaction of Sulfur-containing Amino Acids by a Hydrogen-Oxygen Flame

Methionine was subjected to a flame-induced reaction in water or in an aqueous formic acid solution by using a hydrogen (50%)-oxygen (50%), hydrogen (87%)-oxygen (13%) and hydrogen diffusion flame. Besides the already-known stepwise oxidation by a hydroxyl radical, the contribution of a hydrogen atom from the flame to the reaction was recognized when the hydrogen-rich mixtures were employed. Homoserine was obtained under all the reaction conditions employed here, and glutamic acid when employing aqueous formic acid as a solvent. A common intermediate, the 3-carboxy-3-aminopropyl radical, appeared to exist in the reaction pathway. A coupling reaction of this radical with a hydrogen atom, hydroxyl radical and hydroxycarbonyl radical afforded 2-aminobutyric acid, homoserine and glutamic acid, respectively. Lanthionine and S-methylcysteine underwent the same reactions. Increasing the hydrogen content of the fuel and adding formic acid to the solvent resulted in retarding the reaction rate. The latter modification of the reaction system also brought about greater stability of the reaction products.

Flame-induced reactions of sulfur-containing amino acids in an aqueous solution

Hydrogen-oxygen flames, when blown against an aqueous solution of methionine, induced conversion reactions to homoserine, 2-aminobutyric acid and glutamic acid. Besides the already-known reactions by a hydroxyl radical, a contribution of a hydrogen atom from hydrogen-rich flames to the reaction was recognized. We successfully controlled the vigorous oxidation of the system using a radical scavenger.

L-Methionine related 1-amino acids by acylase cleavage of their corresponding N-acetyl-DL-derivatives

Acylase I from Aspergillus oryzae is an even more useful enzyme than suggested so far. Besides standard amino acids such as L-Met, L-Val and L-Phe, a number of additional sulfur- and selenium-containing amino acids can be obtained at useful reaction rates and in very high enantiomeric purity by kinetic resolution of the respective N-acetyl-DL-amino acids.

Sulfonic peracids - III. Heteroatom oxidation and chemoselectivity

We have investigated the p-toluenesulfonic peracid (2) generated in situ in the oxidation of different types of compounds containing nitrogen and/or sulfur. The sulfonic peracid 2 shows a remarkable chemoselectivity characterized by a preferred oxidation of sulfides to the sulfones in the presence of amines or olefins and a strong dependence on the nature of the amine in the competitive oxidation of olefins and amines.

Homogeneous Aqueous Oxidation of Organic Molecules by OxoneR and Catalysis by a Water-Soluble Manganese Porphyrin Complex

Peroxymonosulfate (KHSO5) oxidizes a wide variety of water-soluble organic molecules in aqueous solutions, and the reactions are generally more rapid in phosphate buffer (pH 6-7) than in pure water.A water-soluble porphyrin complex, meso-tetrakis(4-N-methylpyridyl)porphyrinatomanganese(III) chloride, catalyzes epoxidation and hydroxylation under neutral pH conditions.