(2S)-2-amino-6-carbamimidamidohexanoic acid hydrochloride

• ChemBase编号: 102515
• 分子式: C7H17ClN4O2
• 平均质量: 224.68848
• 单一同位素质量: 224.10400348
• SMILES: Cl.N[C@@H](CCCCNC(=N)N)C(=O)O
• Canonical SMILES: NC(=N)NCCCC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C7H16N4O2.ClH/c8-5(6(12)13)3-1-2-4-11-7(9)10;/h5H,1-4,8H2,(H,12,13)(H4,9,10,11);1H/t5-;/m0./s1
• InChIKey: YMKBVNVCKUYUDM-JEDNCBNOSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-6-carbamimidamidohexanoic acid hydrochloride
• IUPAC传统名: homo-L-arginine hydrochloride; L-homoarginine hydrochloride
• 别名: L-高精氨酸 盐酸盐; H-Homoarg-OH.HCl; L-HOMOARGININE HCl; (S)-2-Amino-6-guanidinohexanoic acid hydrochloride; L-HOMOARGININE HYDROCHLORIDE; L-Homoarginine hydrochloride; N6-(Aminoiminomethyl)-L-lysine Hydrochloride; 2-Amino-6-guanidinohexanoic Acid Hydrochloride; NSC 145416

登记号

• CAS号: 1483-01-8
• EC号: 216-045-6
• MDL号: MFCD00012622
• Beilstein号: 4016621
• PubChem SID: 162088472; 24895420; 24878050
• PubChem CID: 2723930

理论计算性质

• Log P: -2.7223089
• 摩尔折射率: 58.5241 cm^3
• 极化性: 18.727592 Å^3
• 极化表面积: 125.22 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true
• Acid pKa: 2.4910343
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): -5.673004
• LogD (pH = 7.4): -4.7045193

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear to slightly hazy, faintly yellow; Water
• 外观: White Powder
• 熔点: 207-209°C; 213-215 °C(lit.); 213-215°C; 213-215°C
• 比旋光度: [α]26/D +19°, c = 1 in 1 M HCl; +18 (c=1 in 1N HCl)

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Moisture Sensitive
• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ~99%; ≥98.0% (TLC); 97%; 98%; 98+%
• 线性分子式: H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl

详细说明

MP Biomedicals - 02101967

Hydrochloride
Crystalline
Purity: ~99%

MP Biomedicals - 05221003

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H1007

Application
The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements.
Biochem/physiol Actions
Homoarginine is an inhibitor of tissue nonspecific alkaline phosphatase (TNALP). It is also an inhibitor of cellular transport of arginine by a sodium-independent high affinity y+ transporter.
包装
5 g in poly bottle

Sigma Aldrich - 157112

Application
The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements.
Biochem/physiol Actions
Homoarginine is an inhibitor of tissue nonspecific alkaline phosphatase (TNALP). It is also an inhibitor of cellular transport of arginine by a sodium-independent high affinity y+ transporter.

Sigma Aldrich - 53460

Application
The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements.
Biochem/physiol Actions
Homoarginine is an inhibitor of tissue nonspecific alkaline phosphatase (TNALP). It is also an inhibitor of cellular transport of arginine by a sodium-independent high affinity y+ transporter.

Toronto Research Chemicals - H585000

An inhibitor of alkaline phosphatase isoenzymes. An analog of Homoarginine (H585000).

参考文献

• Muth, W., et al.: J. Biol. Chem., 249, 7463 (1974)
• Hanukoglu, I., et al.: Eur. J. Biochem., 180, 479 (1974)
• Khaw, L., et al.: J. Bacteriol. 180, 809 (1974)
• Gallagher, D., et al.: J. Mol. Biol., 342, 119 (1974)