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Merck
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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

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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
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
Karin Lanthaler et al.
BMC biology, 9, 70-70 (2011-10-26)
The uptake of drugs into cells has traditionally been considered to be predominantly via passive diffusion through the bilayer portion of the cell membrane. The recent recognition that drug uptake is mostly carrier-mediated raises the question of which drugs use
Margarita Cabrera et al.
The Journal of biological chemistry, 288(7), 5166-5175 (2012-12-25)
Transport along the endolysosomal system requires multiple fusion events at early and late endosomes. Deletion of several endosomal fusion factors, including the Vac1 tether and the Class C core vacuole/endosome tethering (CORVET) complex-specific subunits Vps3 and Vps8, results in a
Bozhena Vynnytska-Myronovska et al.
International journal of cancer, 130(9), 2164-2175 (2011-06-08)
Single amino acid arginine deprivation is a promising strategy in modern metabolic anticancer therapy. Its potency to inhibit tumor growth warrants the search for rational chemo- and radio-therapeutic approaches to be co-applied. In this report, we evaluated, for the first
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