D-Methionine sulfoxide
(Synonyms: D-甲硫氨酸亚砜) 目录号 : GC38178
D-methionine sulfoxide 是 Methionine sulfoxide 的 D 型异构体。Methionine sulfoxide 是 Methionine 的氧化产物。Methionine 是牛奶或豆类蛋白中的限制性氨基酸，在储存或加工过程中易被氧化。
Cas No.:21056-56-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
D-methionine sulfoxide is the D-isomer of Methionine sulfoxide. Methionine sulfoxide is an oxidation product of methionine. Methionine is the limiting amino acid in milk or leguminous proteins , which is easily oxidized during the course of storage or processing[1].
[1]. Kuzmicky DD, et al. Availability of oxidized sulfur amino acids for the growing chick. Poult Sci. 1977 Sep;56(5):1560-5.
| Cas No. | 21056-56-4 | SDF | |
| 别名 | D-甲硫氨酸亚砜 | ||
| Canonical SMILES | N[C@H](CCS(C)=O)C(O)=O | ||
| 分子式 | C5H11NO3S | 分子量 | 165.21 |
| 溶解度 | Water : 125 mg/mL (756.61 mM; Need ultrasonic) | 储存条件 | Store at -20°C, protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.0529 mL | 30.2645 mL | 60.529 mL |
| 5 mM | 1.2106 mL | 6.0529 mL | 12.1058 mL |
| 10 mM | 0.6053 mL | 3.0265 mL | 6.0529 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Methionine limitation in Escherichia coli K-12 by growth on the sulfoxides of D-methionine
J Bacteriol 1973 Oct;116(1):230-4.PMID:4583212DOI:10.1128/jb.116.1.230-234.1973.
The synthesis and resolution of the diastereoisomers of D-Methionine sulfoxide in high yield is described. Growth of two methionine auxotrophs (strains HfrC and AB1932) on the d-methionine sulfoxides is slower than on l-methionine, and the resultant cells are markedly derepressed for three enzymes of the methionine regulon (cystathionine synthetase, cystathionase, and S-adenosyl-l-methionine synthetase). Strain HfrC grows more rapidly on the sulfoxides and shows less derepression than strain AB1932. Although growth on d-methionine-d-sulfoxide is much slower than on d-methionine-l-sulfoxide (two- to threefold increase in division times), cells grown on d-methionine-l-sulfoxide generally have higher enzyme activities. The sulfoxides of d-methionine appear to provide a useful supplement to obtain methionine-limited growth in Escherichia coli.
Nutritional value and safety of methionine derivatives, isomeric dipeptides and hydroxy analogs in mice
J Nutr 1988 Mar;118(3):388-97.PMID:3351635DOI:10.1093/jn/118.3.388.
Weight gains in mice fed amino acid diets containing methionine and 16 methionine derivatives and analogs were compared at graded dietary concentrations. Linear response was closely approximated for concentrations below those yielding maximum growth. Derivatization of L-methionine generally lowered potency, calculated as the ratio of the slopes of the two dose-response curves. However, the three isomeric dipeptides L-L-, L-D- and D-L-methionylmethionine, N-acetyl- and N-formyl-L-methionine, L-methionine sulfoxide and D-methionine were well utilized. The double derivative N-acetyl-L-methionine sulfoxide reduced potency below 60%. D-Methionine sulfoxide, N-acetyl-D-methionine and D-methionyl-D-methionine had potencies between 4 and 40%. The calcium salts of L- and D-alpha-hydroxy analogs of methionine had potencies of 55.4 and 85.7%, respectively. Several of the analogs were less growth-inhibiting or toxic at high concentrations in the diet than was L-methionine. These results imply that some methionine dipeptides or analogs may be better candidates for fortifying foods than L-methionine. Possible biochemical pathways for the utilization of methionine derivatives and analogs are also described.
Role of methionine in the regulation of serine hydroxymethyltransferase in Eschericia coli
J Bacteriol 1975 Oct;124(1):269-78.PMID:1100603DOI:10.1128/jb.124.1.269-278.1975.
Significant derepression of serine hydroxymethyltransferase is observed when metE or metF mutants of Escherichia coli K-12 are grown on D-Methionine sulfoxide instead of L-methionine. The derepression is not prevented by addition of glycine, adenosine, guanosine, guanosine, and thymidine to the growth medium of methionine-limited metF cells showing that the effect is not due to a secondary deficiency of these nutrients. On the other hand, methionine-limited growth of a metA mutant leads to derepression of met regulon enzymes, but only a marginal increase in serine hydroxymethyltransferase activity. A prototrophic metJ strain grown on minimal medium has about the same serine hydroxymethyltransferase as the wild type. The enzyme activity of the metJ strain is not influenced by methionine, but it is partially repressed by glycine, adenosine, and thymidine. metK strains have about twice as much serine hydroxymethyltransferase activity as wild-type cells when grown on minimal medium; but when both types of cells are grown on medium supplemented with glycine, adenosine, guanosine, and thymidine, their enzyme activities are about the same. The results show that methionine limitation can lead to depression of serine hydroxymethyltransferase, but that the regulatory system is different from the one which controls the methionine regulon.
Availability of oxidized sulfur amino acids for the growing chick
Poult Sci 1977 Sep;56(5):1560-5.PMID:605099DOI:10.3382/ps.0561560.
In four trials, experimental diets were fed to one week old broiler cockerels for a period of 14 days to compare the availability of oxidized sulfur amino acids to DL-methionine on an equimolar basis. The data were analyzed by the slope-ratio technique. Chick weight gain per unit feed consumed was the dependent variable and dietary level of supplemental amino acid was the independent variable. There was no significant (P=.05) differences in availability of DL-, L-, and D-methionine. D-, DL-, and L-methionine sulfoxide were 52, 59 and 77%, respectively, as available as DL-methionine. The differences in availability between the three sulfoxides and DL-methionine were significant. Both DL- and D-Methionine sulfoxide were significantly less available than L-methionine sulfoxide. No response was obtained from L-cysteic acid or DL-methionine sulfone.