Methionine (abbreviated as Met or M; encoded by the codon AUG) is an ɑ-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated -+NH3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated –COO- form under biological conditions), and an S-methyl thioether side chain, classifying it as a non-polar, aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it and thus it must be obtained from the diet.
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IUPAC name
Methionine
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Other names
2-amino-4-(methylthio)butanoic acid
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CAS Number
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59-51-8 63-68-3 (L-isomer) 348-67-4 (D-isomer) |
Abbreviations | Met, M |
ChEBI | CHEBI:16811 |
ChEMBL | ChEMBL42336 |
ChemSpider | 853 5907 (L-isomer) |
EC Number | 200-432-1 |
Jmol interactive 3D | Image Image |
KEGG | D04983 |
PubChem | 876 |
UNII | 73JWT2K6T3 |
InChI[show]
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SMILES[show]
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Chemical formula
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C5H11NO2S |
Molar mass | 149.21 g·mol−1 |
Appearance | White crystalline powder |
Density | 1.340 g/cm3 |
Melting point | 281 °C (538 °F; 554 K) decomposes |
Solubility in water
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Soluble |
Acidity (pKa) | 2.28 (carboxyl), 9.21 (amino)[1] |
ATC code | V03AB26 QA05BA90, QG04BA90 |
Structure and
properties |
Refractive index (n), Dielectric constant (εr), etc. |
Thermodynamic
data |
Phase behaviour solid–liquid–gas |
Spectral data
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UV, IR, NMR, MS |