(2S)-2-amino-3-(hydroxycarbamoyl)propanoic acid

• ChemBase编号: 155138
• 分子式: C4H8N2O4
• 平均质量: 148.11732
• 单一同位素质量: 148.04840675
• SMILES: C([C@@H](C(=O)O)N)C(=O)NO
• Canonical SMILES: ONC(=O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H8N2O4/c5-2(4(8)9)1-3(7)6-10/h2,10H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1
• InChIKey: ZBYVTTSIVDYQSO-REOHCLBHSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-(hydroxycarbamoyl)propanoic acid
• IUPAC传统名: L-aspartic acid β-hydroxamate
• 别名: AAH; HDX; LAH; L-Aspartic acid β-hydroxamate

登记号

• CAS号: 1955-68-6
• MDL号: MFCD00050389
• PubChem SID: 24891095; 162249276
• PubChem CID: 97663

理论计算性质

• Acid pKa: 1.7727895
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -4.2911983
• LogD (pH = 7.4): -4.3747745
• Log P: -4.2905536
• 摩尔折射率: 30.1195 cm^3
• 极化性: 12.230064 Å^3
• 极化表面积: 112.65 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 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

• Empirical Formula (Hill Notation): C4H8N2O4

详细说明

Sigma Aldrich - A6508

Biochem/physiol Actions
L-Aspartic acid β-hydroxamate (AAH) is used as an inhibitor for the studying the specificity and kinetics of serine racemases.1 AAH has demonstrated antioxidant activity and competitive inhibition against angiotensin converting enzyme (ACE).2 L-Aspartate-β-hydroxamate was effective in promoting the editing activity of asparaginyl-tRNA synthetase (AsnRS) from Brugia malayi and Staphylococcus epidermidis.3 AAH was found to be cytotoxic against L5178Y leukemia cells but with lower tolerance in DBA/2 mice than the D-isomer.4