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ChemicalBook >> CAS DataBase List >>L-Canavanine

L-Canavanine

CAS No.
543-38-4
Chemical Name:
L-Canavanine
Synonyms
AI352153;canavanin;AI3 52153;AI3-52153;canavanine;L-CANAVANINE;FSBIGDSBMBYOPN-VKHMYHEASA-N;(L) Canavanine,(L)Canavanine;(+)-O-(Guanidino)-L-homoserine;2-amino-4-(guanidinooxy)butyricacid
CBNumber:
CB6679318
Molecular Formula:
C5H12N4O3
Molecular Weight:
176.17
MDL Number:
MFCD00055781
MOL File:
543-38-4.mol
Last updated:2024-12-17 17:07:07

L-Canavanine Properties

Melting point 184°
alpha D20 +7.9° (c = 3.2)
Boiling point 307.78°C (rough estimate)
Density 1.3685 (rough estimate)
refractive index 1.7900 (estimate)
storage temp. 2-8°C
solubility H2O: <100 mg/mL
form powder
pka pK1: 2.50(+2);pK2: 6.60(+1);pK3: 9.25(0) (25°C)
PH 7.93
optical activity +7.920 (H2O)
FDA UNII 3HZV514J4B

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36
WGK Germany  3
RTECS  ES7002000
Hazardous Substances Data 543-38-4(Hazardous Substances Data)

L-Canavanine price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C1625 L-Canavanine ≥98% (TLC), powder, from Canavalia ensiformis 543-38-4 100mg $135 2024-03-01 Buy
Sigma-Aldrich C1625 L-Canavanine ≥98% (TLC), powder, from Canavalia ensiformis 543-38-4 1g $673 2024-03-01 Buy
Sigma-Aldrich C1625 L-Canavanine ≥98% (TLC), powder, from Canavalia ensiformis 543-38-4 250mg $179.2 2024-03-01 Buy
Biosynth Carbosynth FC162286 L-Canavanine 543-38-4 100mg $180 2021-12-16 Buy
AK Scientific X6876 L-Canavanine 543-38-4 250mg $255 2021-12-16 Buy
Product number Packaging Price Buy
C1625 100mg $135 Buy
C1625 1g $673 Buy
C1625 250mg $179.2 Buy
FC162286 100mg $180 Buy
X6876 250mg $255 Buy

L-Canavanine Chemical Properties,Uses,Production

Uses

NO synthase inhibitor

Definition

ChEBI: L-canavanine is a non-proteinogenic L-alpha-amino acid that is L-homoserine substituted at oxygen with a guanidino (carbamimidamido) group. Although structurally related to L-arginine, it is non-proteinogenic. It has a role as a phytogenic insecticide and a plant metabolite. It is functionally related to a L-homoserine. It is a conjugate base of a L-canavanine(1+). It is a tautomer of a L-canavanine zwitterion.

Biochem/physiol Actions

L-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.

Purification Methods

Crystallise S-canavanine from absolute EtOH or aqueous EtOH. [Tomiyama J Biol Chem 111 48 1935 gave pK9.25 (COOH), pK 7.4 (guanidinium), pK 11.5 (NH4+), Gulland & Morris J Chem Soc 763 1935,(±) Frankel et al. J Chem Soc 3127 1963, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2622-2628 1961, Beilstein 4 III 1636, 4 IV 3188.]

L-Canavanine Preparation Products And Raw materials

Raw materials

Preparation Products

L-Canavanine Suppliers

Global( 35)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd 		+86-29-87569266 15319487004 1015@dideu.com China 3942 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Aladdin Scientific 		+1-+1(833)-552-7181 sales@aladdinsci.com United States 52924 58
TargetMol Chemicals Inc. 		+8613564774135 zijue.cai@tsbiochem.com United States 19885 58
Syntechem Co.,Ltd info@syntechem.com China 12984 57
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123 sj_scrc@sinopharm.com China 9815 79
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-400-6206333 18521732826 market@aladdin-e.com China 25003 65
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8065 58
Sichuan Wei Keqi Biological Technology Co., Ltd. 028-81700200 18116577057 3003855609@qq.com China 7887 56
Wuxi Zhongkun Biochemical Technology Co., Ltd. 0510-85629785 18013409632 sales@reading-chemicals.com China 15178 58

View Lastest Price from L-Canavanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(L)-Canavanine pictures 2024-10-28 (L)-Canavanine
543-38-4
 US $1980.00-2500.00 / mg 10g TargetMol Chemicals Inc.
  • (L)-Canavanine pictures
  • (L)-Canavanine
    543-38-4
  • US $1980.00-2500.00 / mg
  • TargetMol Chemicals Inc.
L-Homoserine, O-(aminoiminomethyl)amino- l-α-amino-γ-(guanidinooxy)-n-butyric acid 2-amino-4-(diaminomethylideneamino)oxy-butanoic acid L-canavanine free base from jack beans*crystallin BUTYRICACID,2-AMINO-4-(GUANIDINOOXY)-L- (+)-O-(Guanidino)-L-homoserine (S)-2-Amino-4-(guanidinooxy)butyric acid 2-amino-4-(guanidinooxy)butyricacid canavanin canavanine o-((aminoiminomethyl)amino)-l-homoserin o-((aminoiminomethyl)amino)-l-homoserine o-[(aminoiminomethyl)amino]homoserine L-CANAVANINE L-ALPHA-AMINO-GAMMA-[GUANIDINOOXY]-N-BUTYRIC ACID L-CANAVANINE FREE BASE FROM JACK BEANSCR YSTALLINE (S)-2-aMino-4-(guanidinooxy)butanoic acid L-CANAVANINE FREE BASE FROM JACK BEA FSBIGDSBMBYOPN-VKHMYHEASA-N L-Canavanine >=98% (TLC), powder, from Canavalia ensiformis AI3 52153 AI352153 AI3-52153 (L) Canavanine,(L)Canavanine 543-38-4 H2NCNHNHOCH2CH2CHNH2COOH C5H12N4O3 BioChemical Biochemicals and Reagents Nitric Oxide Synthase (iNOS) L to O Enzyme Inhibitors Enzyme Inhibitors by Enzyme Enzymes, Inhibitors, and Substrates