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Merck
CN

C1625

L-Canavanine

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H12N4O3
CAS Number:
543-38-4
Molecular Weight:
176.17
UNSPSC Code:
12352209
PubChem Substance ID:
24892427
NACRES:
NA.26
MDL number:
MFCD00055781

Key Documents

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Product Name

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

Quality Level

200

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

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

Related Categories

Biochem/physiol Actions

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.
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000501868
0000501867
0000501867
0000501868
0000347184

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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
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
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
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
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