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Merck
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Key Documents

Autres documents

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

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

Catégories apparentées

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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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
Ya-Lan Chang et al.
Antioxidants & redox signaling, 22(7), 587-602 (2014-10-21)
Mitochondrial succinate dehydrogenase (SDH) is an essential complex of the electron transport chain and tricarboxylic acid cycle. Mutations in the human SDH subunit D frequently lead to paraganglioma (PGL), but the mechanistic consequences of the majority of SDHD polymorphisms have
Nami Haruta et al.
Nucleic acids research, 40(17), 8406-8415 (2012-06-30)
UV radiation induces two major types of DNA lesions, cyclobutane pyrimidine dimers (CPDs) and 6-4 pyrimidine-pyrimidine photoproducts, which are both primarily repaired by nucleotide excision repair (NER). Here, we investigated how chronic low-dose UV (CLUV)-induced mutagenesis occurs in rad14Δ NER-deficient
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
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