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Merck
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Key Documents

C9758

Sigma-Aldrich

L-Canavanine sulfate salt

≥99% (TLC), powder

동의어(들):

L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt

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About This Item

실험식(Hill 표기법):
C5H12N4O3 · H2SO4
CAS Number:
Molecular Weight:
274.25
Beilstein:
6121291
EC Number:
MDL number:
UNSPSC 코드:
12352209
PubChem Substance ID:
NACRES:
NA.32

생물학적 소스

plant seeds (Jack bean )

분석

≥99% (TLC)

형태

powder

색상

white

mp

160-165 °C (dec.)

solubility

H2O: 100 mg/mL

저장 온도

2-8°C

SMILES string

OS(O)(=O)=O.N[C@@H](CCONC(N)=N)C(O)=O

InChI

1S/C5H12N4O3.H2O4S/c6-3(4(10)11)1-2-12-9-5(7)8;1-5(2,3)4/h3H,1-2,6H2,(H,10,11)(H4,7,8,9);(H2,1,2,3,4)/t3-;/m0./s1

InChI key

MVIPJKVMOKFIEV-DFWYDOINSA-N

유전자 정보

human ... NOS2(4843)

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일반 설명

Canavanine is a homolog of arginine and a non-protein amino acid. It is present in plants like alfalfa, cloves, beans onions and sprouts. Canavanine is synthesized from L-canavaninosuccinic acid and the biosynthetic pathway was first elucidated in jack bean plant.

애플리케이션

Canavanine sulfate salt has been used:
  • as a translation inhibitor in yeast translation studies
  • as a component of synthetic complete (SC) drop-out medium for screening yeast
  • for screening Saccharomyces cerevisiae in canavanine mutation frequency assay

생화학적/생리학적 작용

Canavanine is a naturally occurring L-amino acid that competes and interferes with L-arginine-utilizing enzymes due to its structural similarity with this L-amino acid. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). It acts as a substrate for arginyl tRNA and is incorporated during protein synthesis leading to aberrant canavanyl proteins. Supplementation with canavanine worsens the alfalfa induced Systemic lupus erythematosus (SLE) like syndrome and its incorporation with endosome and proteasome disrupts the antigen processing.
Naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity with this L-amino acid. It is a selective inhibitor of inducible nitric oxide synthase (iNOS).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


시험 성적서(COA)

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문서 라이브러리 방문

Kellyn M Hoffert et al.
Genetics, 213(1), 97-112 (2019-07-20)
Maintenance of genome integrity is a crucial cellular focus that involves a wide variety of proteins functioning in multiple processes. Defects in many different pathways can result in genome instability, a hallmark of cancer. Utilizing a diploid Saccharomyces cerevisiae model
Toshiya Ogata et al.
Cell biology international, 40(1), 100-106 (2015-10-29)
A mitochondrial superoxide dismutase (SOD2) is the first line of antioxidant defense against mitochondrial superoxide. Even though the involvement of SOD2 in lifespan has been studied extensively in several organisms, characterization of the aging process has not been performed for
L-canavanine, a selective inhibitor of inducible NO synthase, increases plasma endothelin-1 concentrations in dogs with endotoxic shock
Mitaka C, et al.
Journal of Critical Care, 16(1), 17-23 (2001)
Systematic gene-to-phenotype arrays: a high-throughput technique for molecular phenotyping
Jaeger PA, et al.
Molecular Cell, 69(2), 321-333 (2018)
Cyanamide is biosynthesized from l-canavanine in plants
Kamo T, et al.
Scientific reports, 5, 10527-10527 (2015)

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