H1007
L-Homoarginine hydrochloride
≥98% (TLC)
Synonym(s):
(S)-2-Amino-6-guanidinohexanoic acid hydrochloride
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5 G
₪1,836.00
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5 G
₪1,836.00
About This Item
Linear Formula:
H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl
CAS Number:
Molecular Weight:
224.69
Beilstein:
4016621
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name
L-Homoarginine hydrochloride, unnatural arginine analog
Quality Level
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
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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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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