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L-Methionine sulfoxide Sale

(Synonyms: L-蛋氨酸亚砜,H-Met(O)-OH) 目录号 : GC38320

L-Methionine sulfoxide (H-Met(O)-OH),甲硫氨酸的代谢产物,诱导 M1/classical 巨噬细胞极化,并调节氧化应激和嘌呤能的信号传递参数。

L-Methionine sulfoxide Chemical Structure

Cas No.:3226-65-1

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10mM (in 1mL Water)
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500mg
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产品描述

L-Methionine sulfoxide (H-Met(O)-OH), a metabolite of Methionine, induces M1/classical macrophage polarization, and modulates oxidative stress and purinergic signaling parameters[1].

[1]. Dos Santos LM, et al. Methionine and methionine sulfoxide treatment induces M1/classical macrophage polarization and modulates oxidative stress and purinergic signaling parameters. Mol Cell Biochem. 2017 Jan;424(1-2):69-78.

Chemical Properties

Cas No. 3226-65-1 SDF
别名 L-蛋氨酸亚砜,H-Met(O)-OH
Canonical SMILES O=C(O)[C@@H](N)CCS(C)=O
分子式 C5H11NO3S 分子量 165.21
溶解度 H2O : 100 mg/mL (605.29 mM; Need ultrasonic); DMSO : < 1 mg/mL (insoluble or slightly soluble) 储存条件 Store at -20°C
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1 mM 6.0529 mL 30.2645 mL 60.529 mL
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10 mM 0.6053 mL 3.0265 mL 6.0529 mL
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Research Update

Utilization of L-Methionine sulfoxide, L-methionine sulfone and cysteic acid by the weanling rat

J Nutr 1976 Aug;106(8):1108-14.PMID:939991DOI:10.1093/jn/106.8.1108.

Three experiments were conducted to test the ability of weanling rats to utilize the oxidized forms of the sulfur amino acids methionine and cysteine for growth. In the first two experiments, diets were fed which contained graded levels of methionine, methionine sulfoxide and methionine sulfone. The third experiment included a comparison of two dietary levels of cysteine and cysteic acid. The 2 week weight gain and food consumption data indicated that methionine sulfoxide was utilized for growth with only 60% of the efficiency of that achieved by rats fed methionine. Methionine sulfone was not utilized for growth. Analysis of plasma sulfur amino acids showed that the rat has a limited capacity to utilize methionine sulfoxide by effecting its reduction to methionine. Cysteic acid did not support weight gain. This amino acid appeared to be rapidly catabolized to taurine. It was concluded that methionine sulfone and cysteic acid cannot be utilized by the weanling rat. Methionine sulfoxide cannot fully meet the dietary requirement of the rat methionine because of its limited capacity to reduce this amino acid.

Effects of equimolar doses of L-methionine, D-methionine and L-methionine-dl-sulfoxide on plasma and urinary amino acid levels in normal adult humans

J Nutr 1986 Jul;116(7):1185-92.PMID:3746457DOI:10.1093/jn/116.7.1185.

Plasma and urinary amino acid levels were measured in four normal adult subject administered equimolar quantities (0.0605 mmol/kg body wt) of L-methionine, D-methionine and L-methionine-dl-sulfoxide in a randomized crossover design. Plasma total methionine concentrations increased significantly (P less than 0.05) over base line (3.7 +/- 1.2 mumol/dl; mean +/- SD) after loading with each compound. Mean peak plasma methionine levels were 9.8 +/- 1.1, 14.4 +/- 2.3 and 5.2 +/- 1.0 mumol/dl after loading with L-methionine, D-methionine and L-Methionine sulfoxide, respectively. D-Methionine accounted for the increased plasma levels seen after D-methionine loading. None of the three compounds affected plasma cystine, cysteine or taurine concentrations. Plasma methionine sulfoxide concentrations were not affected by loading with D- or L-methionine but increased significantly after ingestion of L-Methionine sulfoxide. Urinary methionine excretion was 20 times higher after ingestion of D-methionine than after ingestion of L-methionine or L-Methionine sulfoxide, with the increase due to D-methionine excretion. Urinary excretion of methionine sulfoxide and its N-acetyl derivatives was not significantly higher after loading with methionine sulfoxide. The data indicate that adult humans do not utilize D-methionine efficiently as a methionine source but probably do utilize L-methionine-dl-sulfoxide.

Stereospecific electrophoretically mediated microanalysis assay for methionine sulfoxide reductase enzymes

Anal Bioanal Chem 2014 Feb;406(6):1723-9.PMID:24424966DOI:10.1007/s00216-013-7596-4.

An electrophoretically mediated microanalysis assay (EMMA) for the determination of the stereoselective reduction of L-Methionine sulfoxide diastereomers by methionine sulfoxide reductase enzymes was developed using fluorenylmethyloxycarbonyl (Fmoc)-L-methionine sulfoxide as substrate. The separation of the diastereomers of Fmoc-L-methionine sulfoxide and the product Fmoc-L-methionine was achieved in a successive multiple ionic-polymer layer-coated capillary using a 50 mM Tris buffer, pH 8.0, containing 30 mM sodium dodecyl sulfate as background electrolyte and an applied voltage of 25 kV. 4-Aminobenzoic acid was employed as internal standard. An injection sequence of incubation buffer, enzyme, substrate, enzyme, and incubation buffer was selected. The assay was optimized with regard to mixing time and mixing voltage and subsequently applied for the analysis of stereoselective reduction of Fmoc-L-methionine-(S)-sulfoxide by human methionine sulfoxide reductase A and of the Fmoc-L-methionine-(R)-sulfoxide by human methionine sulfoxide reductase B. The Michaelis-Menten constant, K m, and the maximum velocity, v max, were determined. Essentially identical data were determined by the electrophoretically mediated microanalysis assay and the analysis of the samples by CE upon offline incubation. Furthermore, it was shown for the first time that Fmoc-methionine-(R)-sulfoxide is a substrate of human methionine sulfoxide reductase B.