L-Canavanine manufacturers
- (L)-Canavanine
-
- $1980.00
-
2026-07-15
- CAS:543-38-4
- Purity:
- Supply Ability: 10g
|
| | L-Canavanine Basic information |
| Product Name: | L-Canavanine | | Synonyms: | 2-amino-4-(guanidinooxy)butyricacid;canavanin;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 | | CAS: | 543-38-4 | | MF: | C5H12N4O3 | | MW: | 176.17 | | EINECS: | | | Product Categories: | | | Mol File: | 543-38-4.mol |  |
| | L-Canavanine Chemical 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) | | color | white to yellow | | PH | 7.93 | | biological source | Canavalia ensiformis | | Optical Rotation | +7.920 (H2O) | | Water Solubility | H2O: <100mg/mL | | Major Application | detection | | 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 | | InChIKey | FSBIGDSBMBYOPN-VKHMYHEASA-N | | SMILES | N[C@@H](CCONC(N)=N)C(O)=O |
| Hazard Codes | Xn | | Risk Statements | 20/21/22 | | Safety Statements | 36 | | WGK Germany | 3 | | RTECS | ES7002000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral | | Hazardous Substances Data | 543-38-4(Hazardous Substances Data) |
| | L-Canavanine Usage And Synthesis |
| 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 |
|