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157112 Sigma-Aldrich

L-Homoarginine hydrochloride

97%

Synonym: (S)-2-Amino-6-guanidinohexanoic acid hydrochloride

  • CAS Number 1483-01-8

  • Linear Formula H2NC(=NH)NH(CH2)4CH(NH2)CO2H · HCl

  • Molecular Weight 224.69

  •  Beilstein/REAXYS Number 4016621

  •  EC Number 216-045-6

  •  MDL number MFCD00012622

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Properties

assay   97%
optical activity   [α]26/D +19°, c = 1 in 1 M HCl
mp   213-215 °C (lit.)
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

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 & Documentation

Safety Information

Personal Protective Equipment 
WGK Germany 
3
Protocols & Articles
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H1007 L-Homoarginine hydrochloride, unnatural arginine analog

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