Threonine

Abbrev. T, Thr
Full Name Threonine
Side chain type
hydrophilic
Mass
119.12
pl
5.60
pK1(α-COOH)
2.09
pK2(α-+NH3)
9.10

Side chain -CH(OH)CH3
Hydro- phobic
yes
Polar
yes
Charged
no
Small
yes
Tiny
no
Aromatic or Aliphatic
no
van der Waals volume
93
Codon
ACU, ACC, ACA, ACG
Occurrence in proteins (%)
5.9

Remarks: Essential for humans. Behaves similarly to serine.

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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