(2S)-2-amino-6-[(carboxymethyl)amino]hexanoic acid

• ChemBase编号: 128489
• 分子式: C8H16N2O4
• 平均质量: 204.22364
• 单一同位素质量: 204.111007
• SMILES: N[C@@H](CCCCNCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CNCCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1
• InChIKey: NUXSIDPKKIEIMI-LURJTMIESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-6-[(carboxymethyl)amino]hexanoic acid
• IUPAC传统名: N(6)-carboxymethyllysine
• 别名: 2-Amino-6-(carboxymethyl-amino)-hexanoic Acid; N6-(Carboxymethyl)lysine; N6-(Carboxymethyl)-L-lysine; CML; Nε-(1-Carboxymethyl)-L-lysine; 2-Amino-6-(carboxymethylamino)hexanoic acid; N(6)-Carboxymethyllysine

登记号

• CAS号: 5746-04-3
• Beilstein号: 4989963 S
• PubChem SID: 162222796
• PubChem CID: 123800; 15691192
• CHEBI ID: 53014
• Chemspider ID: 11217184
• 医学主题词(MeSH): N(6)-carboxymethyllysine
• 维基百科标题: N(6)-Carboxymethyllysine

理论计算性质

• Acid pKa: 1.6051481
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -5.5339365
• LogD (pH = 7.4): -5.5368657
• Log P: -5.5337768
• 摩尔折射率: 48.6687 cm^3
• 极化性: 19.650055 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 Solid
• 熔点: >260°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - C180075

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

参考文献

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