L-蛋氨酸砜 | 7314-32-1

• 物质功能分类: 生物化工 - 常见氨基酸及蛋白质类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: L-蛋氨酸砜
• 英文名称: L-methionine sulfone
• 英文别名: Methionine sulfone zwitterion；(2S)-2-azaniumyl-4-methylsulfonylbutanoate
• CAS: 7314-32-1
• 化学式: C₅H₁₁NO₄S
• mdl: MFCD00025079
• 分子量: 181.213
• InChiKey: UCUNFLYVYCGDHP-BYPYZUCNSA-N

物化性质

• 熔点：
  ~275 °C (dec.)
• 沸点：
  450.5±40.0 °C(Predicted)
• 密度：
  1.385±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于酸性水溶液（少量）、水（少量、加热、超声处理）
• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  29309090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封保存在阴凉干燥的环境中。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : L-Methionine sulfone
CAS-No. : 7314-32-1
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No 1272/2008
Not a hazardous substance or mixture according to EC-directives 67/548/EEC or 1999/45/EC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : L-2-Amino-4-(methylsulfonyl)butanoic acid
Formula : C5H11NO4S
Molecular Weight : 181,21 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing 275 °C - Decomposes on heating.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

L-甲硫氨酸亚砜是一种氨基酸衍生物。

反应信息

• 作为反应物：
  描述：

  L-蛋氨酸砜 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  一些二肽的结构-味道关系。

  摘要：

  DOI：

  10.1021/ja01038a046
• 作为产物：
  描述：

  DL-蛋氨酸砜 在 acylase from Aspergillus oryzae 、 水 作用下， 生成 L-蛋氨酸砜
  参考文献：
  名称：

  l-methionine related l-amino acids by acylase cleavage of their corresponding

  摘要：

  Acylase I from Aspergillus oryzae is an even more useful enzyme than suggested so far. Besides standard amino acids such as L-Met, L-VaI 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-acety-DL-amino acids. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00400-x
• 作为试剂：
  描述：

  3-methylcyclopentadecane-1,5-dione 在 L-蛋氨酸砜 、 C₅H₁₀NO₄S^(1-)*Cs⁽¹⁺⁾ 作用下， 以 二甲基亚砜 为溶剂， 60.0 ℃ 、800.01 Pa 条件下， 反应 72.0h， 以53%的产率得到
  参考文献：
  名称：

  [EN] SUBSTITUTED CYCLOHEXENONES
  [FR] CYCLOHEXÉNONES SUBSTITUÉES

  摘要：

  本发明涉及一种制备光学活性环己烯酮衍生物的方法，其化学式为（I）OR1R2*，其中R1和R2为有机残基。

  公开号：

  WO2009095804A1

文献信息

• Sulfonic peracids — III. Heteroatom oxidation and chemoselectivity
  作者：R. Kluge、M. Schulz、S. Liebsch

  DOI：10.1016/0040-4020(96)00202-5

  日期：1996.4

  investigated thep-toluenesulfonic peracid (2) generated in situ in the oxidation of different types of compounds containing nitrogen and/or sulfur. The sulfonic peracid2 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.

  我们研究了在氧化包含氮和/或硫的不同类型化合物时原位生成的对甲苯磺酸过酸（2）。磺酸过酸2显示出显着的化学选择性，其特征在于在胺或烯烃的存在下硫化物优选氧化成砜，并且在烯烃和胺的竞争性氧化中强烈依赖于胺的性质。
• Direct monitoring of biocatalytic deacetylation of amino acid substrates by ¹H NMR reveals fine details of substrate specificity
  作者：Silvia De Cesare、Catherine A. McKenna、Nicholas Mulholland、Lorna Murray、Juraj Bella、Dominic J. Campopiano

  DOI：10.1039/d1ob00122a

  日期：——

  Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that the L-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range of N-acyl-amino acid substrates. This activity was revealed by 1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used

  氨基酸是关键的合成构件，可以通过生物催化方法制备对映体纯形式。我们发现L-选择性鸟氨酸脱乙酰酶 ArgE 催化多种N-酰基氨基酸底物的水解。该活性通过1 H NMR 光谱来揭示，该光谱监测了乙酸盐产物的清晰信号的出现。此外，该测定还使用可以采用不同旋转异构体构象的底物来探测生物催化剂的微妙结构选择性。
• Homogeneous aqueous oxidation of organic molecules by Oxone® and catalysis by a water-soluble manganese porphyrin complex
  作者：Tu-Cai Zheng、David E. Richardson

  DOI：10.1016/0040-4039(94)02420-g

  日期：1995.2

  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.

  过氧一硫酸盐（KHSO 5）氧化水溶液中的多种水溶性有机分子，在磷酸盐缓冲液（pH 6-7）中，该反应通常比在纯水中的反应更快。水溶性卟啉配合物，内消旋-四（4-N甲基吡啶基）porphyrinatomanganese（III），氯化催化中性pH条件下的环氧化和羟基化。
• Esterification of Amino Acids as Their 2,2-Bis(ethoxy-carbonyl)vinyl Derivatives
  作者：Manuel Alaiz、Julio Girón、Francisco Javier Hidalgo、María Pilar de la Maza、Francisco Millán、Rosario Zamora、Eduardo Vioque

  DOI：10.1055/s-1989-27312

  日期：——

  A method to protect the amino group of the amino acids using diethyl (ethoxymethylene)malonate is described. The resulting derivatives are easily esterified with different alkylation agents. Elimination of the N-protecting group with bromine in chloroform affords the hydrobromides of the amino acid esters.

  描述了一种使用二乙基（乙氧基甲烯基）马来酸酯保护氨基酸氨基的方法。所得到的衍生物可以很容易地与不同的烷基化试剂进行酯化。通过在氯仿中用溴消除N-保护基团，可以得到氨基酸酯的溴化氢盐。
• Halogenated Fatty Acid Amides and Cyclic Depsipeptides from an Eastern Caribbean Collection of the Cyanobacterium <i>Lyngbya majuscula</i>
  作者：Jorge I. Jiménez、Tifanie Vansach、Wesley Y. Yoshida、Bryan Sakamoto、Peter Pörzgen、F. David Horgen

  DOI：10.1021/np900173d

  日期：2009.9.25

  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 and deacetylhectochlorin. The recently reported depsipeptide carriebowmide (5) was also present in the extract and isolated as its sulfone artifact (6). Compounds 1−4

  东加勒比收集的Lyngbya majuscula的亲脂性提取物产生了两种新的卤代脂肪酸酰胺，手榴弹胺 B ( 1 ) 和 C ( 2 )，以及两种新的缩肽，依曲酰胺 A ( 3 ) 和 B ( 4 )，以及已知的化合物八氯环素和脱乙酰八氯环素。最近报道的缩酚肽 carriebowmide ( 5 ) 也存在于提取物中，并作为其砜类人工制品被分离 ( 6 )。化合物1 - 4通过光谱方法鉴定。3 , 4 , 6氨基酸残基的构型通过酸水解产物的非对映异构衍生物的 LC-MS 分析（高级 Marfey 方法）确定。基于6的构型分析，与真正的carriebowmide ( 5 )直接比较，提出了对5的微小结构修正。化合物1和2对甜菜夜蛾（Spodoptera exigua）显示出边际活性。化合物1 - 4和6进行了评估在人胚胎肾（HEK293）细胞一般小区毒性。只有依曲酰胺 B ( 4 ) 显示出显着的细胞毒性，IC