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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)

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

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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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)
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
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
Z Kawakami et al.
Neuroscience, 159(4), 1397-1407 (2009-05-05)
To clarify the mechanism of yokukansan (TJ-54), a traditional Japanese medicine, against glutamate-mediated excitotoxicity, the effects of TJ-54 on glutamate uptake function were first examined using cultured rat cortical astrocytes. Under thiamine-deficient conditions, the uptake of glutamate into astrocytes, and
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

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