(2S,4R)-2-amino-4-hydroxypentanedioic acid

• ChemBase编号: 154632
• 分子式: C5H9NO5
• 平均质量: 163.12866
• 单一同位素质量: 163.04807239
• SMILES: C([C@@H](C(=O)O)N)[C@H](C(=O)O)O
• Canonical SMILES: OC(=O)[C@H](C[C@H](C(=O)O)O)N
• InChI: 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
• InChIKey: HBDWQSHEVMSFGY-STHAYSLISA-N

名称和登记号

名称

• IUPAC标准名: (2S,4R)-2-amino-4-hydroxypentanedioic acid
• IUPAC传统名: (2S,4R)-2-amino-4-hydroxypentanedioic acid
• 别名: erythro-(4R)-4-Hydroxy-L-glutamic acid; H-(2S,4R)-γ-Hydroxy-Glu-OH; (4R)-4-Hydroxy-L-glutamic acid; (4R)-4-Hydroxy-L-glutamic Acid; (2S,4R)-g-4-Hydroxy-L-glutamic Acid; L-erythro-4-Hydroxyglutamic Acid; erythro-4-Hydroxy-L-glutamic Acid; H-(2S,4R)-Glu(g-OH)-OH; (2S,4R)-4-Hydroxy-L-glutamic Acid

登记号

• CAS号: 2485-33-8
• MDL号: MFCD00672375
• Beilstein号: 1725871
• PubChem SID: 162248770
• PubChem CID: 440854

理论计算性质

• Acid pKa: 1.6839758
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -6.022153
• LogD (pH = 7.4): -7.4839425
• Log P: -4.2460003
• 摩尔折射率: 32.7363 cm^3
• 极化性: 13.411831 Å^3
• 极化表面积: 120.85 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 比旋光度: [α]/D 20.5±1.5°, c = 1 in H2O

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C5H9NO5

详细说明

Sigma Aldrich - 76157

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
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 76157.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - H942550

(2S,4R)-4-Hydroxy-L-glutamic Acid is a metabolite of Glutamic acid (G596960).

参考文献

• Hampson, D., et al.: J. Biol. Chem., 274, 33488 (1999)
• Jensen, A., et al.: Eur. J. Pharmacol., 397, 247 (1999)