L-Canavanine sulfate
Synonym(s):L -α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
- CAS NO.:2219-31-0
- Empirical Formula: C5H14N4O7S
- Molecular Weight: 274.25
- MDL number: MFCD00012618
- EINECS: 218-728-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-18 11:31:02
What is L-Canavanine sulfate?
The Uses of L-Canavanine sulfate
A Nitric Oxide Synthase inhibitor
The Uses of L-Canavanine sulfate
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
What are the applications of Application
Canavanine sulfate is an inhibitor of NOS2
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.
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.]
Properties of L-Canavanine sulfate
Melting point: | 160-165 °C (dec.) |
storage temp. | 2-8°C |
solubility | H2O: 100 mg/mL |
form | powder |
color | white |
BRN | 6121291 |
Stability: | Hygroscopic |
CAS DataBase Reference | 2219-31-0(CAS DataBase Reference) |
EPA Substance Registry System | L-Canavanine sulfate (2219-31-0) |
Safety information for L-Canavanine sulfate
Computed Descriptors for L-Canavanine sulfate
New Products
Tubulysin H Tubulysin G (2S,4R)-4-amino-2-methyl-5-phenylpentanoic acid hydrochloride Tubulysin M 3-N-BOC-(S)-AMINO BUTYRONITRILE tetrahydro-4-methyl-2H-pyran 2H-Pyran, 4-ethynyltetrahydro- 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE Cyclobutanamine, 3,3-difluoro- (9CI) (S)-3-Aminobutanenitrile hydrochloride (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Fuel shell 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Calcium Sodium Phosphosilicate IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Latanoprostene Bunod Magnesium Trisilicate Lubiprostone Flame Retardant Zinc Borate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate methyl 3-fluoro-4- thiomorpholino phenylcarbamate 1H-Imidazole-4-carbonitrile 7-Methoxyquinoline-4-carboxylic acidRelated products of tetrahydrofuran
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