L-Homoarginine hydrochloride

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Catalog Number
ACM1483018-1
Product Name
L-Homoarginine hydrochloride
Structure
Structure
CAS
1483-01-8
Category
Amino Acids
Synonyms
(S)-2-Amino-6-guanidinohexanoic acid hydrochloride
Molecular Weight
224.69
Molecular Formula
H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
Canonical SMILES
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
Melting Point
213-215 ℃(lit.)
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.
Assay
≥98% (TLC)
Beilstein
4016621
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.
Color
white to off-white
EC Number
216-045-6
Form
powder
MDL Number
MFCD00012622
NACRES
NA.26
PubChem ID
24895420
Quality Level
200
Storage Temperature
2-8℃
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