Misplaced Pages

3-Hydroxyaspartic acid

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Redirected from 3-hydroxyaspartic acid)
3-Hydroxyaspartic acid
L-threo-3-Hydroxyaspartate
Names
Preferred IUPAC name (2S)-2-Amino-3-hydroxybutanedioic acid
Other names (2S)-2-Amino-3-hydroxysuccinic acid
3-Hydroxyaspartic acid
Beta-hydroxyaspartic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
IUPHAR/BPS
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2-/m0/s1Key: YYLQUHNPNCGKJQ-LWMBPPNESA-N
  • InChI=1/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2-/m0/s1Key: YYLQUHNPNCGKJQ-LWMBPPNEBT
SMILES
  • C(C(C(=O)O)O)(C(=O)O)N
  • O=C(O)(N)(O)C(=O)O
Properties
Chemical formula C4H7NO5
Molar mass 149.102 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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

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.

See also

References

  1. Castellino FJ, Ploplis VA, Zhang L (2008). "Γ-Glutamate and β–Hydroxyaspartate in Proteins". gamma-Glutamate and beta-hydroxyaspartate in proteins. Methods Mol. Biol. Vol. 446. pp. 85–94. doi:10.1007/978-1-60327-084-7_6. ISBN 978-1-58829-719-8. PMID 18373251.
  2. Stephan, Holger; Freund, Stefan; Beck, Werner; Jung, Günther; Meyer, Jean-Marie; Winkelmann, Günther (1993-06-01). "Ornibactins—a new family of siderophores from Pseudomonas". Biometals. 6 (2): 93–100. doi:10.1007/BF00140109. ISSN 1572-8773.
Glutamate metabolism and transport modulators
Transporter
EAATsTooltip Excitatory amino acid transporters
vGluTsTooltip Vesicular glutamate transporters
Enzyme
GAHTooltip Glutamine aminohydrolase (glutaminase)
ASTTooltip Aspartate aminotransferase
ALTTooltip Alanine aminotransferase
GDHTooltip Glutamate dehydrogenase
GSTooltip Glutamine synthetase
GADTooltip Glutamate decarboxylase
See also: Receptor/signaling modulatorsIonotropic glutamate receptor modulatorsMetabotropic glutamate receptor modulatorsGABA metabolism and transport modulators
Categories: