(2S)-2-amino-6-[(1-carboxyethyl)amino](4,4,5,5-2H4)hexanoic acid

• ChemBase编号: 163740
• 分子式: C9H18N2O4
• 平均质量: 218.25022
• 单一同位素质量: 218.12665707
• SMILES: C(NCCCC[C@H](N)C(=O)O)(C)C(=O)O
• Canonical SMILES: OC(=O)[C@H](CCCCNC(C(=O)O)C)N
• InChI: InChI=1S/C9H18N2O4/c1-6(8(12)13)11-5-3-2-4-7(10)9(14)15/h6-7,11H,2-5,10H2,1H3,(H,12,13)(H,14,15)/t6?,7-/m0/s1
• InChIKey: XCYPSOHOIAZISD-MLWJPKLSSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-6-[(1-carboxyethyl)amino](4,4,5,5-^2H₄)hexanoic acid
• IUPAC传统名: (2S)-2-amino-6-[(1-carboxyethyl)amino](4,4,5,5-^2H₄)hexanoic acid
• 别名: Nε-(1-Carboxyethyl)lysine-d4; N6-(1-Carboxyethyl)-L-lysine-d4; N6-(1'-Carboxyethyl)lysine-d4; CEL-d4; Nε-(1-Carboxyethyl)-L-lysine-d4(Mixture of Diastereomers)

登记号

• PubChem SID: 162257875
• PubChem CID: 71314540

理论计算性质

• Acid pKa: 1.660836
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -4.9651513
• LogD (pH = 7.4): -4.96798
• Log P: -4.9649553
• 摩尔折射率: 53.1626 cm^3
• 极化性: 21.472143 Å^3
• 极化表面积: 112.65 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: Off-White to Beige Solid
• 熔点: >275°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - C178072

CEL and CML are two stable, nonenzymatic chemical modifications of protein lysine residues resulting from glycation and oxidation reactions.

参考文献

• Schleicher, E.D., et al.: J. Clin. Invest., 99, 457 (1996)
• Shibayama, R., et al.: Diabetes, 48, 1842 (1996)
• Fu, M.X., et al.: J. Biol. Chem., 271, 9982 (1996)
• Ahmed M.U., et al.: Biochem.J., 324, 565 (1996)