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76157

Sigma-Aldrich

(4R)-4-羟基-L-谷氨酸

≥98.0% (TLC)

别名:

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

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About This Item

经验公式（希尔记法）:
C5H9NO5
CAS号:
2485-33-8
分子量:
163.13
Beilstein:
1725871
MDL编号:
MFCD00672375
UNSPSC代码:
12352202
PubChem化学物质编号:
329766558
NACRES:
NA.28

产品名称

(4R)-4-羟基-L-谷氨酸, ≥98.0% (TLC)

方案

≥98.0% (TLC)

表单

powder

旋光性

[α]/D 20.5±1.5°, c = 1 in H2O

颜色

white

mp

171 °C

储存温度

−20°C

SMILES字符串

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

相关类别

生化/生理作用

(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.
Substrate for aminotransferase; pharmacological characterization at human glutamate transporter subtypes 1-3; for studying structure-activity relationships (SAR) for ionotropic and metabotropic glutamate receptors.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCG4127
BCCB0435
BCBK2139V
BCBC1876V
BCBC1876

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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
Sebastien Alaux et al.
Journal of medicinal chemistry, 48(25), 7980-7992 (2005-12-13)
A series of nine L-2,4-syn-4-alkylglutamic acid analogues (1a-i) were synthesized in high yield and high enantiomeric excess (>99% ee) from their corresponding 4-substituted ketoglutaric acids (2a-i), using the enzyme aspartate aminotransferase (AAT) from pig heart or E. coli. The synthesized

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