C9758

L-Canavanine sulfate salt

plant seeds (Jack bean ), ≥99% (TLC), iNOS inhibitor, powder

• Sinónimos: L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
• Fórmula empírica (notación de Hill): C₅H₁₂N₄O₃ · H₂SO₄
• Número CAS: 2219-31-0
• Peso molecular: 274.25
• NACRES: NA.32
• PubChem Substance ID: 24278349
• UNSPSC Code: 12352209
• EC Number: 218-728-4
• MDL number: MFCD00012618
• Beilstein/REAXYS Number: 6121291

Propiedades

• Nombre del producto: L-Canavanine sulfate salt, ≥99% (TLC), powder
• biological source: plant seeds (Jack bean )
• Quality Segment: 200
• assay: ≥99% (TLC)
• form: powder
• color: white
• mp: 160-165 °C (dec.)
• solubility: H₂O: 100 mg/mL
• storage temp.: 2-8°C
• SMILES string: 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
• InChI key: MVIPJKVMOKFIEV-DFWYDOINSA-N
• Gene Information: human ... NOS2(4843)

Descripción

General description

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

Biochem/physiol Actions

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

• Clase de almacenamiento: 11 - Combustible Solids
• ¿Qué está pasando?: WGK 3
• Punto de inflamación (°F): Not applicable
• Punto de inflamación (°C): Not applicable
• EPI (equipos de protección individual): dust mask type N95 (US), Eyeshields, Gloves