(2S)-2-amino-4-[(2H3)methylsulfanyl]butanoic acid

• ChemBase ID: 135407
• Molecular Formular: C5H11NO2S
• Molecular Mass: 149.21134
• Monoisotopic Mass: 149.0510496
• SMILES: CSCC[C@@H](C(=O)O)N
• Canonical SMILES: CSCC[C@@H](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)/t4-/m0/s1
• InChIKey: FFEARJCKVFRZRR-BYPYZUCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-[(^2H₃)methylsulfanyl]butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-[(^2H₃)methylsulfanyl]butanoic acid
• Synonyms: L-Methionine-(methyl-d3); SILAC Amino Acid; (S)-2-Amino-4-(methylthio-d3)butanoic Acid; Cymethion-d3; S-(Methyl-d3)-L-momocysteine; L-α-Amino-γ-(methyl-d3)thiobutyric Acid; Methionine-d3; NSC 22946-d3; S-Methionine-d3; S-(Methyl-d3)-L-homocysteine; h-Met-oh-d3; l-Methionine-d3; α-Amino-γ-(methyl-d3)mercaptobutyric Acid; γ-(Methyl-d3)thio-α-aminobutyric Acid; L-Methionine-d3; L-甲硫氨酸-甲基-d3

Database IDs

• CAS Number: 13010-53-2
• MDL Number: MFCD00002625
• PubChem SID: 162229681; 24858102
• PubChem CID: 15556503

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: 15.063678 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 246-249°C (dec.); 284 °C (dec.)(lit.)
• Optical Rotation: [α]25/D +23.1°, c = 1 in 1 M HCl
• Mass Shift: M+3

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Isotopic Purity: 98 atom % D
• Suitability: S & P tested
• Mol. Weight: mol wt 152.21 by atom % calculation
• Linear Formula: CD3SCH2CH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - 661562

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Sigma Aldrich - 300616

Packaging
1, 5 g in glass bottle
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - M260442

Labelled L-Methionine (M260440). Essential aminoacid for human development. Hepatoprotectant; antidote (acetominophen poisoning); urinary acidifier.

REFERENCES

• Benevenga, N.J., et al.: J. Agric. Food Chem., 22, 2 (1974)
• Fleisher, L.D., et al.: Clin. Endocrinol. Metab., 3, 37 (1974)
• Meinnel, T., et al.: Biochimie, 75, 1061 (1974)