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C1625

Sigma-Aldrich

L-Canavanine

≥98% (TLC), powder, from Canavalia ensiformis

Synonyme(s) :

L-α-Amino-γ-(guanidinooxy)-n-butyric acid

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About This Item

Formule empirique (notation de Hill):
C5H12N4O3
Numéro CAS:
543-38-4
Poids moléculaire :
176.17
Numéro MDL:
MFCD00055781
Code UNSPSC :
12352209
ID de substance PubChem :
24892427
Nomenclature NACRES :
NA.26

product name

L-Canavanine, ≥98% (TLC), powder, from Canavalia ensiformis

Source biologique

Canavalia ensiformis

Niveau de qualité

200

Pureté

≥98% (TLC)

Forme

powder

Couleur

white to yellow

Solubilité

H2O: <100 mg/mL

Application(s)

detection

Température de stockage

2-8°C

Chaîne SMILES 

N[C@@H](CCONC(N)=N)C(O)=O

InChI

1S/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)/t3-/m0/s1

Clé InChI

FSBIGDSBMBYOPN-VKHMYHEASA-N

Actions biochimiques/physiologiques

Canavanine is a naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). Overproduction of NO by iNOS plays a crucial role in the pathophysiology of septic shock and chronic inflammation.
A naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). Overproduction of NO by iNOS plays a crucial role in the pathophysiology of septic shock and chronic inflammation.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Nayun Kim et al.
Science (New York, N.Y.), 332(6037), 1561-1564 (2011-06-28)
The ribonuclease (RNase) H class of enzymes degrades the RNA component of RNA:DNA hybrids and is important in nucleic acid metabolism. RNase H2 is specialized to remove single ribonucleotides [ribonucleoside monophosphates (rNMPs)] from duplex DNA, and its absence in budding
E Arthur Bell
Amyotrophic lateral sclerosis : official publication of the World Federation of Neurology Research Group on Motor Neuron Diseases, 10 Suppl 2, 21-25 (2009-12-16)
Because of the similarity of ALS/PDC symptoms to those of the paralytic disease lathyrism, cycad seeds from Guam were analyzed for the presence of the non-protein amino acid b-ODAP, which is known to cause lathyrism. Although b-ODAP was not detected
Youngseok Lee et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(4), 1429-1435 (2012-01-27)
Insect survival depends on contact chemosensation to sense and avoid consuming plant-derived insecticides, such as L-canavanine. Members of a family of ∼60 gustatory receptors (GRs) comprise the main peripheral receptors responsible for taste sensation in Drosophila. However, the roles of
Junjie Tan et al.
Nature communications, 10(1), 439-439 (2019-01-27)
RNA-guided nucleases of the CRISPR/Cas type can be repurposed as programmable nucleotide deaminases to mediate targeted nucleotide substitutions. Such base editors have enormous potential in genome editing, gene therapy and precision breeding. However, current editors suffer from limited specificity in
Svetlana Konovalova et al.
The international journal of biochemistry & cell biology, 65, 268-274 (2015-06-29)
Impairment of mitochondrial protein homeostasis disrupts mitochondrial function and causes human diseases and aging, but the molecular mechanisms of protein synthesis and quality control in mammalian mitochondria are not fully understood. Here we demonstrate in human cells that misincorporation of
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