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HomeProduct name listL-Threonine

L-Threonine

Synonym(s):(2S,3R)-2-Amino-3-hydroxybutyric acid;L-Threonine;Thr, 2-Amino-3-hydroxybutanoic acid

  • CAS NO.:72-19-5
  • Empirical Formula: C4H9NO3
  • Molecular Weight: 119.12
  • MDL number: MFCD00064270
  • EINECS: 200-774-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-31 17:33:32
L-Threonine Structural Picture

What is L-Threonine?

Description

L-Threonine is an essential amino acid, that is, humans must obtain it from foods because their bodies cannot synthesize it. Foods that contain high amounts of protein, such as meats, fish, eggs, and dairy products, are good sources of L-threonine.
L-Threonine, abbreviated Thr, is the last common amino acid to be discovered. Although biochemist William C. Rose and colleagues at the University of Illinois (Urbana–Champaign) are usually credited with discovering Thr in 1936, biochemist Samuel B. Schryver and botanist H. W. Buston at Imperial College London reported isolating it from oat protein in 1926.
Threonine has two chiral centers and therefore four possible stereoisomers. The isomers other than Thr (D-, L-allo-, and D-allo-threonine) are rare in nature and have no value, nutritional or otherwise.
These days, most Thr is synthesized rather than being obtained from natural proteins. But this past April, Evonik Industries (Essen, Germany) feeling competitive pressure, closed its L-threonine plant in Kaba, Hungary, causing ≈120 people to lose their jobs.

The Uses of L-Threonine

L-Threonine is used to alleviate anxiety and mild depression. It is an important component of many proteins such as tooth enamel, collagen, and elastin. It is an important amino acid in the nervous system and plays a vital role in porphyrin and fat metabolism. It is useful in intestinal disorders and indigestion. It is also used as a prodrug to reliably elevate brain glycine levels.

Background

An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins.

Indications

L-Threonine makes up collagen, elastin, and enamel protein. It aids proper fat metabolism in the liver, helps the digestive and intestinal tracts function more smoothly, and assists in metabolism and assimilation.

Pharmacokinetics

L-Threonine is an essential amino acid that helps to maintain the proper protein balance in the body. It is important for the formation of collagen, elastin, and tooth enamel, and aids liver and lipotropic function when combined with aspartic acid and methionine.

Metabolism

Hepatic

Properties of L-Threonine

Melting point: 256 °C (dec.) (lit.)
Boiling point: 222.38°C (rough estimate)
Density  1.3126 (rough estimate)
storage temp.  2-8°C
solubility  H2O: 50 mg/mL
form  powder
appearance colorless crystals
color  Yellow
Water Solubility  90 g/L (20 ºC)

Safety information for L-Threonine

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for L-Threonine

InChIKey AYFVYJQAPQTCCC-GBXIJSLDSA-N

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