(2S)-2-[(4-aminophenyl)formamido]pentanedioic acid

• ChemBase编号: 70437
• 分子式: C12H14N2O5
• 平均质量: 266.24996
• 单一同位素质量: 266.09027156
• SMILES: C(=O)([C@H](CCC(=O)O)NC(=O)c1ccc(cc1)N)O
• Canonical SMILES: O=C(c1ccc(cc1)N)N[C@H](C(=O)O)CCC(=O)O
• InChI: InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/t9-/m0/s1
• InChIKey: GADGMZDHLQLZRI-VIFPVBQESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[(4-aminophenyl)formamido]pentanedioic acid
• IUPAC传统名: p-aminobenzoyl-L-glutamic acid
• 别名: (S)-2-(4-Aminobenzamido)pentanedioic acid; N-(p-Aminobenzoyl)glutamic acid; N-(4-Aminobenzoyl)-L-glutamic acid; N-(4-Aminobenzoyl)-L-glutamic acid; N-p-AMINOBENZOYL-L-GLUTAMIC ACID; N-(p-Aminobenzoyl)-L(+)-glutamic Acid; NSC 71042; N-(4-Aminobenzoyl)-L-glutamic Acid

登记号

• CAS号: 4271-30-1
• EC号: 224-261-7
• MDL号: MFCD00042821
• Beilstein号: 2816320
• PubChem SID: 162036155; 24890463; 24846005
• PubChem CID: 196473

理论计算性质

• Acid pKa: 2.71569
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -3.5079138
• LogD (pH = 7.4): -6.564858
• Log P: -0.8644223
• 摩尔折射率: 66.1024 cm^3
• 极化性: 24.693901 Å^3
• 极化表面积: 129.72 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol; Water
• 外观: Light Tan Waxy Solid
• 熔点: ~175 °C (dec.)
• 比旋光度: [α]20/D -15.0±0.5°, c = 2% in 0.1 M HCl

安全信息

• 保存条件: 0°C; -20°C Freezer, Under Inert Atmosphere
• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97.0% (T); ≥98% (TLC); 95+%
• 级别: purum
• Empirical Formula (Hill Notation): C12H14N2O5

详细说明

MP Biomedicals - 02100606

Crystalline

Sigma Aldrich - A0879

Biochem/physiol Actions
N-p-Aminobenzoyl)-L-glutamic acid is a folate catabolite that can be metabolized by bacterial p-aminobenzoate auxotrophs possessing the enzyme p-aminobenzoyl-glutamate hydrolase.

Sigma Aldrich - 07080

Other Notes
TLC standard for the detection of pteroylmonoglutamates1; Component for the preparation of aminopterin2

Toronto Research Chemicals - A593770

Major metabolite of 5-Methyltetrahydrofolic Acid

参考文献

• Ng, X., et al.: Food Chem., 110, 1000 (2008)
• Ng, X., et al.: Food Chem., 106, 200 (2008)
• Verlinde, P., et al.: J. Agric. Food Chem., 57, 6803 (2008)
• Gutzeit, D., et al.: Anal. Bioanal. Chem., 391, 211 (2008)