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H2775

Sigma-Aldrich

DL-threo-β-Hydroxyaspartic acid

Synonym(s):

threo-2-Amino-3-hydroxysuccinic acid

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About This Item

Empirical Formula (Hill Notation):
C4H7NO5
CAS Number:
4294-45-5
Molecular Weight:
149.10
EC Number:
224-299-4
MDL number:
MFCD00036749
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
24278465
NACRES:
NA.32

Quality Level

200

storage temp.

−20°C

SMILES string

N[C@H]([C@@H](O)C(O)=O)C(O)=O

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-/m1/s1

InChI key

YYLQUHNPNCGKJQ-JCYAYHJZSA-N

Gene Information

human ... GLUL(2752)
mouse ... GLUL(14645)

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General description

DL-threo-β-hydroxyaspartic acid (THA) is a glutamate uptake inhibitor.

Application

DL-threo-β-Hydroxyaspartic acid (THA) has been used to block glutamate transport in cannulated sprague dawley rat.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Francis J Castellino et al.
Methods in molecular biology (Clifton, N.J.), 446, 85-94 (2008-04-01)
Vitamin K-dependent coagulation plasma proteins possess from 9-12 residues of gamma-carboxyglutamic acid (Gla) distributed over a ca. 45 amino acid peptide sequence, i.e., the Gla domain, which encompasses the NH2-terminal region. In addition, epidermal growth factor (EGF) homology units present
Non-heme hydroxylase engineering for simple enzymatic synthesis of L-threo-hydroxyaspartic acid.
Matthias Strieker et al.
Chembiochem : a European journal of chemical biology, 9(3), 374-376 (2008-01-24)
A Klegeris et al.
Journal of neuroimmunology, 78(1-2), 152-161 (1997-10-23)
Glutamate, an excitatory neurotransmitter, is neurotoxic at high concentrations. Neuroglial cells, including astrocytes and microglia, play an important role in regulating its extracellular levels. Cultured human monocytic THP-1 cells increased their glutamate secretion following 18 and 68 h exposure to
Yasuhiro Kosuge et al.
Neuroscience letters, 454(2), 165-169 (2009-05-12)
Amyotrophic lateral sclerosis (ALS) is a devastating neurodegenerative disease characterized by selective loss of motor neurons. Although organotypic spinal slice cultures (OSCs) exposed to inhibitors of glutamate uptake have been used as a model of ALS for screening of potentially
F L Kidd et al.
Neuropharmacology, 39(5), 725-732 (2000-03-04)
High affinity glutamate transport plays an important role in maintaining a low extracellular glutamate concentration in the CNS. Excitotoxicity due to a loss of glutamate transporter function has been implicated in disease processes such as stroke and amyotrophic lateral sclerosis
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