(2R)-2-aminopentanedioic acid

• ChemBase编号: 2249
• 分子式: C5H9NO4
• 平均质量: 147.12926
• 单一同位素质量: 147.05315777
• SMILES: N[C@H](CCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC[C@H](C(=O)O)N
• InChI: InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
• InChIKey: WHUUTDBJXJRKMK-GSVOUGTGSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-aminopentanedioic acid
• IUPAC传统名: D-glutamic acid
• 别名: (R)-2-氨基戊二酸; R-(-)-1-氨基丙烷-1,3-二羧酸; D-谷氨酸; D-2-Aminopentanedioic acid; D-α-Aminoglutaric acid; D-Glu; (R)-2-Aminoglutaric acid; D-Glutamic acid; D-Glutamic Acid; (R)-2-Aminopentanedioic acid; R-(-)-1-Aminopropane-1,3-dicarboxylic acid; (-)-Glutamic Acid; (2R)-2-Aminopentanedioic Acid; (2R)-Glutamic Acid; (R)-(-)-Glutamic Acid; (R)-Glutamic Acid; D-(-)-Glutamic Acid; NSC 77686; D-2-Aminoglutaric acid; H-D-Glu-OH; (2R)-2-aminopentanedioic acid

登记号

• CAS号: 6893-26-1
• EC号: 230-000-8
• MDL号: MFCD00063112
• Beilstein号: 1723800
• 默克索引号: 144469
• PubChem SID: 24895031; 24872915; 46508281; 160965702
• PubChem CID: 23327; 33032

理论计算性质

JChem

• Acid pKa: 1.8777773
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -4.4458017
• LogD (pH = 7.4): -6.180975
• Log P: -3.241447
• 摩尔折射率: 31.2877 cm^3
• 极化性: 12.69048 Å^3
• 极化表面积: 100.62 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -3.54
• LOG S: -0.26
• 溶解度: 8.06e+01 g/l

分子性质

理化性质

• 溶解度: 8.88 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
• 熔点: ~200 °C (dec.); 199°C dec.; 200-202 °C (subl.)(lit.); 200-202°C (sublimes)
• 比旋光度: [α]20/D -31±0.5°, c = 5% in 5 M HCl; [α]25/D -31.5°, c = 1 in 6 M HCl; -30 (c=10 in 2N HCl)
• 疏水性(logP): -2.694

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• 德国WGK号: 1
• TSCA收录: false; 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... CCR2(1231)

产品相关信息

• 纯度: ≥98%; ≥99%; ≥99% (TLC); ≥99.0% (NT); 95%; 95+%; 99+%
• 级别: puriss.
• 线性分子式: HO2CCH2CH2CH(NH2)CO2H

详细说明

MP Biomedicals - 02101796

Purity: 98+%
Crystalline

DrugBank - DB02517

• Drug Groups: experimental
• Description: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the central nervous system. [PubChem]

Sigma Aldrich - G105

Biochem/physiol Actions
谷氨酸的非天然异构体。

Sigma Aldrich - G1001

Biochem/physiol Actions
谷氨酸的非天然异构体。
包装
1, 5, 25, 100 g in poly bottle

Sigma Aldrich - 857351

Biochem/physiol Actions
谷氨酸的非天然异构体。

Sigma Aldrich - 49460

Biochem/physiol Actions
谷氨酸的非天然异构体。

Toronto Research Chemicals - G596965

D-Glutamic Acid is the unnatural (R)-enantiomer of Glutamic Acid, a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. Glutamic Aci

参考文献

• McEntee, W. et al.: Psychopharmacology, 111, 391 (1993)
• Manev, H. et al.: Mol. Pharmacol., 36, 106 (1993)