H1007

L-Homoarginine hydrochloride

≥98% (TLC)

• Synonym(s): (S)-2-Amino-6-guanidinohexanoic acid hydrochloride
• Linear Formula: H₂NC(=NH)NH(CH₂)₄CH(NH₂)CO₂H · HCl
• CAS Number: 1483-01-8
• Molecular Weight: 224.69
• NACRES: NA.26
• PubChem Substance ID: 24895420
• UNSPSC Code: 12352209
• EC Number: 216-045-6
• MDL number: MFCD00012622
• Beilstein/REAXYS Number: 4016621

Properties

• Product Name: L-Homoarginine hydrochloride, unnatural arginine analog
• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• color: white to off-white
• mp: 213-215 °C (lit.)
• solubility: H₂O: soluble
• application(s): peptide synthesis
• SMILES string: Cl[H].N[C@@H](CCCCNC(N)=N)C(O)=O
• 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
• InChI key: YMKBVNVCKUYUDM-JEDNCBNOSA-N

Description

Application

L-Homoarginine may be used to create non-natural proteins for studies of post-translational protein modifications. 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. L-Homoarginine is used to study the mechanisms of nitric oxide production by cells via nitric oxide synthase(s). L-Homoarginine is used as a selective mammalian alkaline phosphatase isoenzyme inhibitor. The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin.

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Gloves, type N95 (US)