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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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Jixu Yu et al.
Brain research, 1257, 102-107 (2009-01-13)
Threohydroxyaspartate (THA)-induced glutamate excitotoxicity in organotypic culture of rat spinal cord is a well-known model of motor neuron degeneration. THA causes accumulation of synaptic glutamate and over stimulation of the postsynaptic receptor by inhibiting glutamate uptake. This model has also
Richelle A Hemendinger et al.
Neurotoxicity research, 13(1), 49-61 (2008-03-28)
Amyotrophic lateral sclerosis (ALS) is a neurodegenerative disease resulting from the progressive loss of motor neurons in the spinal cord and brain. To date, clinically effective neuroprotective agents have not been available. The current study demonstrates for the first time
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)
Tatiana Borisova et al.
Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology, 14(1), P81-P82 (2008-04-01)
Activity of high-affinity glutamate transporters was altered in brain nerve terminals under artificial gravity conditions. Blood platelets contain glutamate transporters and are able to uptake glutamate. The goal of the research was to analyze comparatively L-[14C]glutamate transport in neuronal and
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
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