Threonine

Threonine
Systematic name (2S,3R)-2-Amino-
3-hydroxybutanoic acid
Abbreviations Thr
T
Chemical formula C4H9NO3
Molecular mass 119.12 g mol-1
Melting point 256 °C
Density  ? g cm-3
Isoelectric point 5.60
pKa 2.20
8.96
CAS number [72-19-5]
EINECS number 200-774-1
SMILES CC(O)C(N)C(=O)O
Image:Threonine.png
Disclaimer and references

Threonine is one of the 20 natural amino acids. Nutritionally, in humans, threonine is an essential amino acid.

Threonine contains two chiral centers, so there are four possible stereoisomers of threonine, or two possible diastereomers of L-threonine. However, the name L-threonine is used for one single enantiomer, (2S,3R)-2-amino-3-hydroxybutanoic acid. The second diastereomer (2S,3S), which is rarely present in nature, is called L-allo-threonine.

The threonine side chain can undergo O-linked glycosylation.

Threonine can become phosphorylated through the action of a threonine kinase. In its phosphorylated form, it can be referred to as phosphothreonine.

Foods high in threonine are cottage cheese, poultry, fish, meat, lentils, and sesame seeds.

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Amino acids

Alanine | Arginine | Asparagine | Aspartic acid | Cysteine | Glutamic acid | Glutamine | Glycine | Histidine | Isoleucine | Leucine | Lysine | Methionine | Phenylalanine | Proline | Serine | Threonine | Tryptophan | Tyrosine | Valine
Essential amino acid | Protein | Peptide | Genetic code
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