L-Canavanine sulfate

L-Canavanine sulfate Basic information
Product Name:L-Canavanine sulfate
Synonyms: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;L-CANAVANINE SULFATE;CANAVANINE SULFATE
CAS:2219-31-0
MF:C5H14N4O7S
MW:274.25
EINECS:218-728-4
Product Categories:amino acid derivative;Amino Acids & Derivatives;Amino Acids;Inhibitors;Nitric Oxide Reagents;Hydroxylamines (N-Substituted);Hydroxylamines (O-Substituted);non-Proteinorganic Amino Acids;Amino Acids;Biochemistry;Hydroxylamines
Mol File:2219-31-0.mol
L-Canavanine sulfate Structure
L-Canavanine sulfate Chemical Properties
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 Reference2219-31-0(CAS DataBase Reference)
EPA Substance Registry SystemL-Canavanine sulfate (2219-31-0)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 36-26
RIDADR 2811
WGK Germany 3
HS Code 2925290090
MSDS Information
ProviderLanguage
SigmaAldrich English
L-Canavanine sulfate Usage And Synthesis
UsesA Nitric Oxide Synthase inhibitor
UsesCanavanine 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

DefinitionChEBI: An organic sulfate salt obtained by combining L-canavanine with one molar equivalent of sulfuric acid.
General DescriptionCanavanine 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 ActivityNO synthase inhibitor.
Biochem/physiol ActionsCanavanine 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 MethodsRecrystallise 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.]
L-Canavanine sulfate Preparation Products And Raw materials
AMT HYDROCHLORIDE 1,4-PBIT DIHYDROBROMIDE L-HOMOSERINE HYDROCHLORIDE Guanidine acetate Ammonium Sulfite L-Canavanine sulfate DL-Homoserine L-(+)-CANAVANINE SULFATE MONOHYDRATE Ammonium sulfite monohydrate Formamidine acetate L-(+)-CANAVANINE SULFATE MONOHYDRATE 9&,L-(+)-Canavanine sulfate salt monohydrate,L-(+)-CANAVANINE SULFATE MONOHYDRATE, 98 % L-Canavanine D-Canavanine sulfate METHYLAMINE SULFATE DL-Canavanine sulfate L-CANALINE BASE Ammonium sulfate Sulfuric acid

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