Other grades of this product :
| L-Canavanine Basic information |
| Product Name: | L-Canavanine | | Synonyms: | 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 | | 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) |
| L-Canavanine Usage And Synthesis |
| Uses | NO synthase inhibitor | | Definition | ChEBI: A non-proteinogenicL-alpha-amino acid that is L-homoserine substituted at oxygen with a guanidino (carbamimidamido) group. Although structurally related to L-arginine, it is non-proteinoge
ic. | | Biochem/physiol Actions | 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 |
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