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3-Hydroxyaspartic acid

3-Hydroxyaspartic acid

3-Hydroxyaspartic acid Beta-hydroxyaspartic acid

3-Hydroxyaspartic acid (three letter abbreviation: Hya), also known as beta-hydroxyaspartic acid, is a derivative of aspartic acid which has been hydroxylated at position C3. The conjugated acid of 3-hydroxyaspartic acid is 3-hydroxyaspartate. The adjacent image shows L-threo-3-hydroxyaspartate.

Structure

Similarly to proteinogenic isoleucine and threonine, 3-hydroxyaspartic acid contains two chiral centers. As such, it can exist in 4 stereoisomers, which form two pairs of enantiomers.

Isomers of 3-hydroxyaspartate

Function

The Hya amino acid residue is sometimes contained in EGF-like domains such as Vitamin K-dependent coagulation plasma proteins including protein C.

D-threo-3-Hydroxyaspartate is a part of the siderophore ornibactin.

References

References

  1. Matsumoto, Yu. (September 2015). "Structural insights into the substrate stereospecificity of d-threo-3-hydroxyaspartate dehydratase from Delftia sp. HT23: a useful enzyme for the synthesis of optically pure l-threo- and d-erythro-3-hydroxyaspartate". Applied Microbiology and Biotechnology.
  2. (2008). "gamma-Glutamate and beta-hydroxyaspartate in proteins".
  3. Stephan, Holger. (1993-06-01). "Ornibactins—a new family of siderophores from Pseudomonas". Biometals.
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