2-amino-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 102597
• Molecular Formular: C5H11NO2S
• Molecular Mass: 149.21134
• Monoisotopic Mass: 149.0510496
• SMILES: CSCCC(N)C(=O)O
• Canonical SMILES: CSCCC(C(=O)O)N
• InChI: InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
• InChIKey: FFEARJCKVFRZRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: methionine
• Synonyms: DL-2-Amino-4-methylthiobutanoic acid; DL-METHIONINE; (±)-2-Amino-4-(methylmercapto)butyric acid; DL-2-Amino-4-(methylthio)butanoic acid; DL-Methionine; (+/-)-2-Amino-4-(methylthio)butyric acid; H-DL-Met-OH; 2-amino-4-(methylthio)butanoic acid; 2-amino-4-(methylthio)butanoic acid; Methionine; (±)-2-氨基-4-(甲巯基)丁酸; DL-2-氨基-4-(甲硫基)丁酸; DL-甲硫氨酸; DL-蛋氨酸

Database IDs

• CAS Number: 59-51-8
• EC Number: 200-432-1
• MDL Number: MFCD00063096
• Beilstein Number: 636185
• Merck Index: 145975
• PubChem SID: 24901622; 24897336; 162088742; 24896762
• PubChem CID: 876
• CHEBI ID: 16811
• ATC CODE: V03AB26; QA05BA90; QG04BA90
• CHEMBL: 42336
• Chemspider ID: 853
• FEMA ID: 3301
• KEGG ID: D04983
• Unique Ingredient Identifier: 73JWT2K6T3
• Wikipedia Title: Methionine
• Council of Europe Number: 569
• Flavis Number: 17.014

CALCULATED PROPERTIES

• Acid pKa: 2.531921
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1895034
• LogD (pH = 7.4): -2.1923122
• Log P: -2.1893265
• Molar Refractivity: 37.586 cm^3
• Polarizability: 15.069385 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 5 M HCl: soluble1 g/10 mL, clear, colorless to almost colorless; Soluble in water
• Apperance: White crystalline powder
• Melting Point: 271-273°C; 280 °C (dec.)(lit.); 281 °C decomp.; ca 272°C dec.
• Density: 1.34; 1.34 g/ml; 1.340 g/cm^3
• Optical Rotation: [α]/D, c = 5 in 5 M HCl (inactive)
• pKa: 2.28 (carboxyl), 9.21 (amino)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: PD0456000
• German water hazard class: 1
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Regulation Compliance: FCC; FDA 21 CFR (172.320)

Product Information

• Purity: ≥99%; ≥98.5%; ≥99%; ≥99% (TLC); ≥99.0%; ≥99.0% (NT); 98%; 99%
• Grade: puriss.; SAJ special grade
• Suitability: corresponds for TLC; suitable for cell culture; suitable for insect cell culture
• Ignition Residue: ≤0.05%
• Product Line: BioReagent
• Linear Formula: CH3SCH2CH2CH(NH2)COOH

DETAILS

MP Biomedicals - 05211932

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102281

Crystalline
Purity: 99+%

MP Biomedicals - 02194706

Cell Culture Reagent
Crystalline
Purity: 99+%

Sigma Aldrich - M9500

Packaging
1 kg in poly bottle
100, 500 g in poly bottle
Biochem/physiol Actions
DL-Methionine is an amino acid that has a role in the defence of oxidative stress.

Sigma Aldrich - M2768

Application
Use in mammalian and insect cell culture applications where mixed isomers are indicated.

Sigma Aldrich - W330108

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

Sigma Aldrich - 64340

Packaging
1 kg in poly bottle
100, 500 g in poly bottle

REFERENCES

• Soft nucleophile, which acts as a methyl acceptor in the cleavage of methyl ethers of phenols by Methanesulfonic acid, A13565.