(2S)-3-(4-hydroxyphenyl)-2-(methylamino)propanoic acid

• ChemBase编号: 154616
• 分子式: C10H13NO3
• 平均质量: 195.21512
• 单一同位素质量: 195.08954328
• SMILES: CN[C@@H](Cc1ccc(cc1)O)C(=O)O
• Canonical SMILES: CN[C@H](C(=O)O)Cc1ccc(cc1)O
• InChI: InChI=1S/C10H13NO3/c1-11-9(10(13)14)6-7-2-4-8(12)5-3-7/h2-5,9,11-12H,6H2,1H3,(H,13,14)/t9-/m0/s1
• InChIKey: AXDLCFOOGCNDST-VIFPVBQESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-(4-hydroxyphenyl)-2-(methylamino)propanoic acid
• IUPAC传统名: L-tyrosine, N-methyl-
• 别名: (S)-3-(4-Hydroxyphenyl)-2-(methylamino)propionic acid; N-Me-Tyr-OH; Surinamine; N-Methyl-L-tyrosine

登记号

• CAS号: 537-49-5
• EC号: 208-670-8
• MDL号: MFCD00238322
• Beilstein号: 2646795
• PubChem SID: 162248754
• PubChem CID: 68309

理论计算性质

• Acid pKa: 1.6689992
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.2649099
• LogD (pH = 7.4): -1.26855
• Log P: -1.2649757
• 摩尔折射率: 51.8718 cm^3
• 极化性: 20.346928 Å^3
• 极化表面积: 69.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 比旋光度: [α]/D +16.0±1.0°, c = 1 in 1 M HCl

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36-38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319
• GHS警示性声明: P305 + P351 + P338

产品相关信息

• 纯度: ≥98% (HPLC)
• 主要成分: carbon, 60.7-62.3%; nitrogen, 6.9-7.5%
• Empirical Formula (Hill Notation): C10H13NO3

详细说明

Sigma Aldrich - 04632

Biochem/physiol Actions
N-Methyl amino acids play an important role in investigations on prevention or therapy of Alzheimer′s disease2, neurofibrillary tangles or amyloid plaque are physiological characteristics of this disease and ?-amyloid(40) fibrillogenesis and disassembly of ?-amyloid(40) fibrils is inhibited by short ?-amyloid congeners containing N-methyl amino acids at alternate residue.
Application
N-Methyl-L-tyrosine was used in experiments as a control group to show that methylation of the imino group in N-p-phenylpropionyl-L-tyrosine eliminates its inhibitory effect on the firing of the giant neurone of the giant African snail. 1