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76157

(4R)-4-Hydroxy-L-glutamic acid

≥98.0% (TLC)

Synonym(s):

erythro-(4R)-4-Hydroxy-L-glutamic acid, H-(2S,4R)-γ-Hydroxy-Glu-OH

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Pack SizeSKUAvailabilityPrice
50 mg
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$997.00

About This Item

Empirical Formula (Hill Notation):
C5H9NO5
CAS Number:
Molecular Weight:
163.13
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Beilstein/REAXYS Number:
1725871

$997.00


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Product Name

(4R)-4-Hydroxy-L-glutamic acid, ≥98.0% (TLC)

Quality Level

assay

≥98.0% (TLC)

form

powder

optical activity

[α]/D 20.5±1.5°, c = 1 in H2O

color

white

mp

171 °C

storage temp.

−20°C

SMILES string

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

InChI

1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3+/m0/s1

InChI key

HBDWQSHEVMSFGY-STHAYSLISA-N

Biochem/physiol Actions

(4R)-4-Hydroxy-L-glutamic acid or (2S,4R)-4-hydroxyglutamate was shown to activate the metabotropic glutamate receptors, mGlu1a, mGlu2, and mGlu8a in a dose-dependent manner. [1]
Substrate for aminotransferase[2]; pharmacological characterization at human glutamate transporter subtypes 1-3[3]; for studying structure-activity relationships (SAR) for ionotropic and metabotropic glutamate receptors[4].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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This Item
C4375G3640G1135
form

powder

form

powder

form

powder

form

powder

assay

≥98.0% (TLC)

assay

≥98.0% (TLC)

assay

≥98% (TLC)

assay

≥98% (HPLC)

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

color

white

color

white

color

white

color

-

optical activity

[α]/D 20.5±1.5°, c = 1 in H2O

optical activity

-

optical activity

-

optical activity

-


Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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Metabolism of gamma-hydroxyglutamic acid. I. Conversion to alpha-hydroxy-gamma-ketoglutarate by purified glutamic-aspartic transaminase to rat liver.
A GOLDSTONE et al.
The Journal of biological chemistry, 237, 3476-3485 (1962-11-01)
Lennart Bunch et al.
ChemMedChem, 4(11), 1925-1929 (2009-09-05)
Subtype-selective ligands are of great interest to the scientific community, as they provide a tool for investigating the function of one receptor or transporter subtype when functioning in its native environment. Several 4-substituted (S)-glutamate (Glu) analogues were synthesized, and altogether
A S Bessis et al.
Bioorganic & medicinal chemistry letters, 11(12), 1569-1572 (2001-06-20)
The (2S,4R)- and (2S,4S)-4-hydroxyglutamates activate cloned mGlu(1a), mGlu(2), and mGlu(8a) receptors with different potencies. Best results were obtained with the (2S,4S) isomer being almost as potent as glutamate on mGlu(1a)R and mGlu(8a)R. Data are interpreted on the basis of the



Global Trade Item Number

SKUGTIN
76157-50MG04061832720265
76157-10MG04061832720258

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