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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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A Hirata et al.
Brain research, 771(1), 37-44 (1998-02-12)
Excitotoxicity secondary to the loss of glutamate transporters (GluT) has been proposed as a possible pathogenetic mechanism for neuronal degeneration in amyotrophic lateral sclerosis. We therefore investigated whether prolonged in vivo pharmacologic inhibition of GluT would result in neuronal damage
Nina Bionda et al.
Amino acids, 42(1), 285-293 (2010-11-18)
A simple and practical general synthetic protocol towards orthogonally protected tHyAsp derivatives fully compatible with Fmoc solid-phase peptide synthetic methodology is reported. Our approach includes enantioresolution of commercially available D: ,L: -tHyAsp racemic mixture by co-crystallization with L: -Lys, followed
Ewa Nagańska et al.
Folia neuropathologica, 48(1), 35-44 (2010-04-13)
Erythropoietin (EPO) is a chemokine hormone that is widely distributed throughout the body including nervous system. For last years its role as cytokine involved in many physiological processes out of the bone marrow has been suggested. Moreover, it plays a
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
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
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