C1625

L-Canavanine

≥98% (TLC), powder, from Canavalia ensiformis

• Synonym(s): L-α-Amino-γ-(guanidinooxy)-n-butyric acid
• Empirical Formula (Hill Notation): C₅H₁₂N₄O₃
• CAS Number: 543-38-4
• Molecular Weight: 176.17
• MDL number: MFCD00055781
• PubChem Substance ID: 24892427
• NACRES: NA.26

Properties

• biological source: Canavalia ensiformis
• Quality Level: 200
• Assay: ≥98% (TLC)
• form: powder
• color: white to yellow
• solubility: H₂O: <100 mg/mL
• application(s): detection
• storage temp.: 2-8°C
• SMILES string: N[C@@H](CCONC(N)=N)C(O)=O
• InChI: 1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1
• InChI key: FSBIGDSBMBYOPN-VKHMYHEASA-N

Description

Biochem/physiol Actions

Canavanine is a naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). Overproduction of NO by iNOS plays a crucial role in the pathophysiology of septic shock and chronic inflammation.

A naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). Overproduction of NO by iNOS plays a crucial role in the pathophysiology of septic shock and chronic inflammation.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H312 + H332
• Precautionary Statements: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves