L-Canavanine sulfate salt

SIGMA/C9758 - ≥99% (TLC), powder

Synonym: L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt

CAS Number: 2219-31-0
Empirical Formula (Hill Notation): C₅H₁₂N₄O₃ · H₂SO₄
Molecular Weight: 274.25
EC Number: 218-728-4
MDL Number: MFCD00012618
Linear Formula: C₅H₁₂N₄O₃ · H₂SO₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C9758-100MG	100 mg	$57.70 1/EA	Add To Favorites
45-C9758-250MG	250 mg	$73.40 1/EA	Add To Favorites
45-C9758-1G	1 g	$249.00 1/EA	Add To Favorites
45-C9758-5G	5 g	$945.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

assay	≥99% (TLC)
biological source	plant seeds (Jack bean )
color	white
form	powder
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
mp	160-165 °C (dec.)
Quality Level	200
SMILES string	OS(O)(=O)=O.N[C@@H](CCONC(N)=N)C(O)=O
solubility	H₂O: 100 mg/mL
storage temp.	2-8°C

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.
Biochem/physiol Actions:	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).
Biochem/physiol Actions:	Naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes; selective inhibitor of inducible nitric oxide synthase (iNOS).
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.
Packaging:	1, 5 g in poly bottle
Packaging:	100, 250 mg in poly bottle

Hazard Codes	Xn
Risk Statements	20/21/22
Safety Statements	36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99% (TLC)
mp	160-165 °C (dec.)
Storage Temp.	2-8°C
UNSPSC	12352209

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