L-Homoarginine hydrochloride
SIGMA/H1007 - unnatural arginine analog
Synonym: (S)
CAS Number: 1483-01-8
Empirical Formula (Hill Notation): C7H16N4O2 · HCl
Molecular Weight: 224.69
EC Number: 216-045-6
MDL Number: MFCD00012622
Linear Formula: H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
Product Type: Chemical
FT-IR Spectra for (S)-2-Amino-6-guanidinohexanoic acid hydrochloride.
| application(s) | peptide synthesis |
| assay | ≥98% (TLC) |
| color | white to off-white |
| form | powder |
| InChI | 1S/C7H16N4O2.ClH/c8-5(6(1 |
| InChI key | YMKBVNVCKUYUDM-JEDNCBNOSA |
| mp | 213-215 °C (lit.) |
| Quality Level | 200  |
| SMILES string | Cl[H].N[C@@H](CCCCNC(N)=N |
| solubility | H2O: soluble |
| 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. |
| 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. |
| Packaging: | 5 g in poly bottle |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (TLC) |
| mp | 213-215 °C (lit.) |
| UNSPSC | 12352209 |