C9758
L-Canavanine sulfate salt
plant seeds (Jack bean ), ≥99% (TLC), iNOS inhibitor, powder
Synonym(s):
L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
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About This Item
Empirical Formula (Hill Notation):
C5H12N4O3 · H2SO4
CAS Number:
Molecular Weight:
274.25
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
218-728-4
MDL number:
Beilstein/REAXYS Number:
6121291
Product Name
L-Canavanine sulfate salt, ≥99% (TLC), powder
InChI key
MVIPJKVMOKFIEV-DFWYDOINSA-N
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
SMILES string
OS(O)(=O)=O.N[C@@H](CCONC(N)=N)C(O)=O
biological source
plant seeds (Jack bean )
assay
≥99% (TLC)
form
powder
color
white
mp
160-165 °C (dec.)
solubility
H2O: 100 mg/mL
storage temp.
2-8°C
Quality Level
Gene Information
human ... NOS2(4843)
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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).
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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High-throughput transformation of Saccharomyces cerevisiae using liquid handling robots
Liu G, et al.
PLoS ONE, 12(3), e0174128-e0174128 (2017)
L-canavanine, a selective inhibitor of inducible NO synthase, increases plasma endothelin-1 concentrations in dogs with endotoxic shock
Mitaka C, et al.
Journal of Critical Care, 16(1), 17-23 (2001)
Toshiya Ogata et al.
Cell biology international, 40(1), 100-106 (2015-10-29)
A mitochondrial superoxide dismutase (SOD2) is the first line of antioxidant defense against mitochondrial superoxide. Even though the involvement of SOD2 in lifespan has been studied extensively in several organisms, characterization of the aging process has not been performed for
Timing of appearance of new mutations during yeast meiosis and their association with recombination.
Osama Mansour et al.
Current genetics, 66(3), 577-592 (2020-01-15)
Mutations in budding yeast occur in meiosis at higher frequencies than in cells grown vegetatively. In contrast to mutations that occur in somatic cells, meiotic mutations have a special, long-range impact on evolution, because they are transferred to the following
Kellyn M Hoffert et al.
Genetics, 213(1), 97-112 (2019-07-20)
Maintenance of genome integrity is a crucial cellular focus that involves a wide variety of proteins functioning in multiple processes. Defects in many different pathways can result in genome instability, a hallmark of cancer. Utilizing a diploid Saccharomyces cerevisiae model
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
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