(±)-Methionine
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(±)-Methionine
structure -
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CAS No:
59-51-8
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Formula:
C5H11NO2S
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Chemical Name:
(±)-Methionine
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Synonyms:
Methionine;Methionine,DL-;DL-Methionine;α-Amino-γ-methylmercaptobutyric acid;DL-2-Amino-4-(methylthio)butyric acid;Banthionine;Cynaron;Dyprin;Lobamine;Meonine;Methilanin;Metione;Neston;(±)-Methionine;Racemethionine;Lactet;Pedameth;Urimeth;Amurex;NSC 9241;Meprom M 85;Rhodimet NP 99;Smartamine M;Smartamine;Timet;MetAMINO;MetiPEARL;Acimetion;2-Amino-4-(methylthio)butanoic acid;2-Amino-4-(methylsulfanyl)butanoic acid;2-Azaniumyl-4-methylsulfanylbutanoate;DL-Methionine;1105707-18-3;192948-75-7
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CAS No:
Description
White crystalline powder White, crystalline platelets or powder having a characteristic odor.One g dissolves in about 30 mL of water. It is soluble in dilute acids and in solutions of alkali hydroxides. It is very slightly soluble in alcohol, and practically insoluble in ether. It is optically inactive. The pH of a 1 in 100 solution is between 5.6 and 6.1. This substance may be prepared by addition of methanethiol to acrolein; by chemical conversion of methylthiopropionic aldehyde. d,l-
Solid|COLOURLESS CRYSTALS OR WHITE POWDER.|White crystalline platelets or powder; Characteristic aroma
Methionine is a sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4. It has a role as an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is an alpha-amino acid and a sulfur-containing amino acid. It derives from a butyric acid. It is a conjugate base of a methioninium. It is a conjugate acid of a methioninate. It is a tautomer of a methionine zwitterion.|A preparation of methionine that includes a mixture of D-methionine and L-methionine isomers.|A sulfur-containing essential L-amino acid that is important in many body functions.
(±)-Methionine Basic Attributes
149.21
149.21
636185
200-432-1
0919
522406|118113|45689|22946|9241
DTXSID9020821
V - Various
29304090
Characteristics
88.6
-1.9
White Crystals or Crystalline Powder
1.3 g/cm3
281 °C (decomp)
181 deg C (decomposes)
139.4±26.5 °C
1.531
H2O: 2.9 g/100 mL (20 ºC);1 M HCl: 0.5 M at 20 °C, clear, colorless
0-6°C
8.14X10-8 mm Hg at 25 deg C (est)
Safety Information
NONH for all modes of transport
2
33-36/37/38
24/25-36-26
PD0457000
Xi
Separated from strong oxidants. Well closed.
Stable. Incompatible with strong oxidising agents.
Gives off irritating or toxic fumes (or gases) in a fire.
Not Classified
Use water spray, powder, foam, carbon dioxide.
Sweep spilled substance into covered containers. Carefully collect remainder. Then store and dispose of according to local regulations.
Separated from strong oxidants. Well closed.
Use local exhaust.
Wear safety spectacles.
Drug Information
Parenteral nutrition
Fresh air, rest.
Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
L-Isomer Methionine
The substance can be absorbed into the body by ingestion.
(±)-Methionine Use and Manufacturing
Generally, a synthesis method using acrolein as a raw material is adopted. Acrylic aldehyde and methyl mercaptan are condensed in the presence of formic acid and copper acetate to form 3-methylthiopropanal. Mix with sodium cyanide and ammonium bicarbonate solution. Reaction at 90°C yields methylthioethylhydantoin. Without separation and purification, it can be heated to 180°C with 28% sodium hydroxide solution to hydrolyze to produce sodium methionine. Neutralize with hydrochloric acid to get finished methionine. Each ton of product consumes 480kg of acrolein, 400kg of methyl mercaptan, and 420kg of sodium cyanide.
An essential nonpolar amino acid with oxidative stress defense properties.DL-methionine can be used as a nutritional supplement.Feed nutrition enhancer.Biochemical research; used for the cultivation of mammalian and insect cells where mixed isomers are marked
Methionine: ACTIVE
EPA Safer Chemical Functional Use Classes -> Enzymes and Enzyme Stabilizers|Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern|Food additives -> Flavoring Agents|Human Drugs -> EU pediatric investigation plans|Flavoring Agents -> JECFA Flavorings Index|Cosmetics -> Antistatic; Hair conditioning; Skin conditioning
Flavoring Agents
Computed Properties
Molecular Weight:149.21
XLogP3:-1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:149.05104977
Monoisotopic Mass:149.05104977
Topological Polar Surface Area:88.6
Heavy Atom Count:9
Complexity:97
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
One of the eight essential amino acids for the human body, it combines with ATP to generate S-adenosine, promotes methylation of liver cell membrane phospholipids, reduces intrahepatic bile stasis, strengthens transsulfurization, restores normal physiological functions of liver cells, promotes the disappearance of jaundice and recovery of liver function, supplies methyl to promote choline synthesis, promotes liver fat metabolism, protects the liver and detoxifies.
Registered Holders
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Yuanda Bafeng (Hubei) Pharmaceutical Co., Ltd.
Active
China
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Zhangjiagang Huachang Pharmaceutical Co., Ltd.
Active
China
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Jinyao Pharmaceutical Co., Ltd.
Active
China
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