Sign Into View Organizational & Contract Pricing
About This Item
Empirical Formula (Hill Notation):
C5H12N4O3 · H2SO4
CAS Number:
Molecular Weight:
274.25
Beilstein:
6121291
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
biological source
plant seeds (Jack bean )
Quality Level
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)
Looking for similar products? Visit Product Comparison Guide
Related Categories
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).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service