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Merck

H2775

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:
Molecular Weight:
149.10
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352106
NACRES:
NA.32
EC Number:
224-299-4
MDL number:
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InChI key

YYLQUHNPNCGKJQ-JCYAYHJZSA-N

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

SMILES string

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

storage temp.

−20°C

Quality Level

Gene Information

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

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Application

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

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
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
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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