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Key Documents

C1625

Sigma-Aldrich

L-Canavanine

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

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C5H12N4O3
Číslo CAS:
Molekulová hmotnost:
176.17
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

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

biological source

Canavalia ensiformis

assay

≥98% (TLC)

form

powder

color

white to yellow

solubility

H2O: <100 mg/mL

application(s)

detection

storage temp.

2-8°C

SMILES string

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

InChI key

FSBIGDSBMBYOPN-VKHMYHEASA-N

Biochem/physiol Actions

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Navštívit knihovnu dokumentů

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
Junjie Tan et al.
Nature communications, 11(1), 629-629 (2020-02-02)
Base editors (BEs) are RNA-guided CRISPR-Cas-derived genome editing tools that induce single-nucleotide changes. The limitations of current BEs lie in their low precision (especially when multiple target nucleotides of the deaminase are present within the activity window) and their restriction
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
Matthew D Berg et al.
G3 (Bethesda, Md.), 10(12), 4335-4345 (2020-10-22)
Non-proteinogenic amino acids, such as the proline analog L-azetidine-2-carboxylic acid (AZC), are detrimental to cells because they are mis-incorporated into proteins and lead to proteotoxic stress. Our goal was to identify genes that show chemical-genetic interactions with AZC in Saccharomyces
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

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