C9758

L-Canavanine sulfate salt

≥99% (TLC), powder

• Synonyme(s) : L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
• Formule empirique (notation de Hill): C₅H₁₂N₄O₃ · H₂SO₄
• Numéro CAS: 2219-31-0
• Poids moléculaire : 274.25
• Numéro Beilstein : 6121291
• Numéro CE : 218-728-4
• Numéro MDL: MFCD00012618
• Code UNSPSC : 12352209
• ID de substance PubChem : 24278349
• Nomenclature NACRES : NA.32

Propriétés

• Source biologique: plant seeds (Jack bean )
• Pureté: ≥99% (TLC)
• Forme: powder
• Couleur: white
• Pf: 160-165 °C (dec.)
• Solubilité: H₂O: 100 mg/mL
• Température de stockage: 2-8°C
• Chaîne 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
• Clé InChI: MVIPJKVMOKFIEV-DFWYDOINSA-N
• Informations sur le gène: human ... NOS2(4843)

Description

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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).

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves