Identification | More | [Name]
L-CANAVANINE SULFATE | [CAS]
2219-31-0 | [Synonyms]
CANAVANINE SULFATE CANAVANINE SULFATE, L- L-2-AMINO-4-(GUANIDIOOXY)BUTYRIC ACID SULFATE L-ALPHA-AMINO-GAMMA-(GUANIDINOOXYL)-N-BUTYRIC ACID SULFATE L-ALPHA-AMINO-GAMMA (GUANIDINOOXY)-N-BUTYRIC ACID SULFATE L-ALPHA-AMINO-GAMMA-[GUANIDINOOXY]-N-BUTYRIC ACID SULFATE SALT L-CANAVANINE SULFATE L-CANAVANINE SULFATE SALT L-CANAVANINE SULPHATE o-[(aminoiminomethyl)amino]-l-homoserinsulfate(1:1) canavanine sulphate L-canavanine sulfate crystalline L-Canavanine Sulfate, Canavalia ensiformis l-α-amino-γ-(guanidinooxy)butyric acid sulfate salt CANAVANINE SULFATE, L-(RG) L-CANAVANINE SULFATE HYDRATE | [EINECS(EC#)]
218-728-4 | [Molecular Formula]
C5H14N4O7S | [MDL Number]
MFCD00012618 | [Molecular Weight]
274.25 | [MOL File]
2219-31-0.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3
| [HS Code ]
2925290090 |
Hazard Information | Back Directory | [Uses]
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
| [Uses]
A Nitric Oxide Synthase inhibitor | [Definition]
ChEBI: An organic sulfate salt obtained by combining L-canavanine with one molar equivalent of sulfuric acid. | [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. | [Biological Activity]
NO synthase inhibitor. | [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. | [storage]
Store at -20°C | [Purification Methods]
Recrystallise the sulfate by dissolving (~1g) in H2O (10mL), and adding with stirring 0.5 to 1.0 volumes of 95% EtOH whereby crystals separate. These are collected, washed with Me2CO/EtOH (1:1) and dried over P2O5 in a vacuum. [Hunt & Thompson Biochemical Preparations 13 416 1971, Feacon & Bell Biochem J 59 221 1955, Beilstein 4 III 1636, 4 IV 3188.] |
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