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C1625

L-Canavanine

Name: <SC>L</SC>-Canavanine
Brand: SIGMA

≥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

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Properties

Product Name

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

Quality Segment

200

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

Description

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.