(3S)-3-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid

• ChemBase编号: 70035
• 分子式: C14H18N2O5
• 平均质量: 294.30312
• 单一同位素质量: 294.12157169
• SMILES: C(=O)([C@@H](N)CC(=O)O)N[C@H](C(=O)OC)Cc1ccccc1
• Canonical SMILES: COC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)N)Cc1ccccc1
• InChI: InChI=1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1
• InChIKey: IAOZJIPTCAWIRG-QWRGUYRKSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-3-amino-3-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl}propanoic acid
• IUPAC传统名: aspartame
• 别名: N-(L-α-天冬氨酰)-L-苯丙氨酸甲酯; 天冬甜素; 阿斯巴甜; 天冬酰-苯丙氨酸甲酯; 天冬酰-苯丙氨酸甲酯; 天冬甜素; Asp-Phe methyl ester; Nutrasweet; Aspartame; Canderel; Dipeptide Sweetener; E 951; Equal; Finn; L-Aspartame; Pal Sweet; Palsweet Diet; Sweet Dipeptide; Zero-Cal; α-Aspartame; α-L-Aspartyl-L-phenylalanine Methyl Ester; α-Sweet; L-α-Aspartyl-L-phenylalanine 2-Methyl Ester; (S)-3-amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid; Aspartame; L-ASPARTYL-L-PHENYLALANINE METHYL ESTER; Asp-Phe methyl ester; Aspartame; N-(L-α-Aspartyl)-L-phenylalanine methyl ester; Asp-Phe-OMe; Asp-Phe methyl ester

登记号

• CAS号: 22839-47-0
• EC号: 245-261-3
• MDL号: MFCD00002724
• Beilstein号: 2223850
• PubChem SID: 24890947; 162035760; 24870725
• PubChem CID: 134601
• CHEBI ID: 2877
• CHEMBL: 171679
• Chemspider ID: 118630
• DrugBank ID: DB00168
• KEGG ID: C11045
• 美国药典/FDA物质标识码: Z0H242BBR1
• 维基百科标题: Aspartame
• E编码: E951

理论计算性质

• Acid pKa: 3.525723
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -2.2199712
• LogD (pH = 7.4): -2.2454615
• Log P: -2.2182105
• 摩尔折射率: 73.2182 cm^3
• 极化性: 29.14675 Å^3
• 极化表面积: 118.72 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: DMSO; slightly soluble in ethanol; sparingly soluble in water
• 外观: White Solid
• 熔点: 237-238°C; 242-248 °C; 246–247 °C; 247-249°C
• 沸点: decomposes
• 密度: 1.347 g/cm^3
• pKa: 4.5–6.0
• 甜度: 160-200 × sucrose

安全信息

• 保存条件: -20°C; 2-8°C; Refrigerator
• 保存注意事项: IRRITANT
• RTECS编号: WM3407000
• 德国WGK号: 2
• TSCA收录: false
• NFPA704:
  

  1

  1

  0
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98%; ≥99.0% (HPLC); 95+%
• 级别: analytical standard
• 成盐信息: Free Base
• 包装: pkg of 500 mg
• 杂质: ≤4.5% water
• 线性分子式: HOOCCH2CH(NH2)CONHCH(CH2C6H5)COOCH3
• 分类: Derivatives & analogs of Natural Compounds

详细说明

MP Biomedicals - 02190007

Crystalline
Potent synthetic sweetener

Selleck Chemicals - S2036

Research Area: Cancer
Biological Activity:

Sigma Aldrich - A5139

Biochem/physiol Actions
First generation synthetic sugar alternative that has been studied for its carcinogenic potential.
包装
1, 5, 25 g in poly bottle

Sigma Aldrich - 47135

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 47135.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A790015

A dipeptide ester about 160 times sweeter than sucrose in aqueous solution. A non-nutritive sweetener.

参考文献

• Cloninger, B., et al.: Science, 170, 81 (1970)
• Oppermann, et al.: J. Nutr., 103, 1454 (1970)