C9758

L-Canavanine sulfate salt

≥99% (TLC), powder

• Sinónimos: L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
• Fórmula empírica (notación de Hill): C₅H₁₂N₄O₃ · H₂SO₄
• Número de CAS: 2219-31-0
• Peso molecular: 274.25
• Beilstein: 6121291
• Número CE: 218-728-4
• Número MDL: MFCD00012618
• Código UNSPSC: 12352209
• ID de la sustancia en PubChem: 24278349
• NACRES: NA.32

Propiedades

• origen biológico: plant seeds (Jack bean )
• Nivel de calidad: 200
• Ensayo: ≥99% (TLC)
• Formulario: powder
• color: white
• mp: 160-165 °C (dec.)
• solubilidad: H₂O: 100 mg/mL
• temp. de almacenamiento: 2-8°C
• cadena SMILES: OS(O)(=O)=O.N[C@@H](CCONC(N)=N)C(O)=O
• InChI: 1S/C5H12N4O3.H2O4S/c6-3(4(10)11)1-2-12-9-5(7)8;1-5(2,3)4/h3H,1-2,6H2,(H,10,11)(H4,7,8,9);(H2,1,2,3,4)/t3-;/m0./s1
• Clave InChI: MVIPJKVMOKFIEV-DFWYDOINSA-N
• Información sobre el gen: human ... NOS2(4843)

Descripción

Descripción general

Canavanine is a homolog of arginine and a non-protein amino acid. It is present in plants like alfalfa, cloves, beans onions and sprouts. Canavanine is synthesized from L-canavaninosuccinic acid and the biosynthetic pathway was first elucidated in jack bean plant.

Aplicación

Canavanine sulfate salt has been used:

• as a translation inhibitor in yeast translation studies
• as a component of synthetic complete (SC) drop-out medium for screening yeast
• for screening Saccharomyces cerevisiae in canavanine mutation frequency assay

Acciones bioquímicas o fisiológicas

Canavanine is a naturally occurring L-amino acid that competes and interferes with L-arginine-utilizing enzymes due to its structural similarity with this L-amino acid. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). It acts as a substrate for arginyl tRNA and is incorporated during protein synthesis leading to aberrant canavanyl proteins. Supplementation with canavanine worsens the alfalfa induced Systemic lupus erythematosus (SLE) like syndrome and its incorporation with endosome and proteasome disrupts the antigen processing.

Naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity with this L-amino acid. It is a selective inhibitor of inducible nitric oxide synthase (iNOS).

Naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes; selective inhibitor of inducible nitric oxide synthase (iNOS).

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves