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

• ChemBase ID: 102515
• Molecular Formular: C7H17ClN4O2
• Molecular Mass: 224.68848
• Monoisotopic Mass: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-carbamimidamidohexanoic acid hydrochloride
• IUPAC Traditional name: homo-L-arginine hydrochloride; L-homoarginine hydrochloride
• Synonyms: 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; L-高精氨酸 盐酸盐

Database IDs

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

CALCULATED PROPERTIES

• Log P: -2.7223089
• Molar Refractivity: 58.5241 cm^3
• Polarizability: 18.727592 Å^3
• Polar Surface Area: 125.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 2.4910343
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -5.673004
• LogD (pH = 7.4): -4.7045193

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear to slightly hazy, faintly yellow; Water
• Apperance: White Powder
• Melting Point: 207-209°C; 213-215 °C(lit.); 213-215°C; 213-215°C
• Optical Rotation: [α]26/D +19°, c = 1 in 1 M HCl; +18 (c=1 in 1N HCl)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Moisture Sensitive
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~99%; ≥98.0% (TLC); 97%; 98%; 98+%
• Linear Formula: H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl

DETAILS

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).

REFERENCES

• 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)