543-38-4 Usage
Description
L-ALPHA-AMINO-GAMMA-[GUANIDINOOXY]-N-BUTYRIC ACID, also known as a non-proteinogenic L-alpha-amino acid, is structurally related to L-arginine but is not used in protein synthesis. It features a unique substitution at the oxygen atom with a guanidino (carbamimidamido) group, which distinguishes it from other amino acids.
Uses
Used in Pharmaceutical Industry:
L-ALPHA-AMINO-GAMMA-[GUANIDINOOXY]-N-BUTYRIC ACID is used as a NO synthase inhibitor for its ability to regulate the production of nitric oxide (NO) in the body. This application is particularly relevant in the development of drugs targeting conditions where excessive NO production can lead to various pathologies.
Used in Research Applications:
In the field of scientific research, L-ALPHA-AMINO-GAMMA-[GUANIDINOOXY]-N-BUTYRIC ACID serves as a valuable tool for studying the role of NO synthase in various biological processes. Its use as an inhibitor allows researchers to better understand the mechanisms and pathways involved in NO production and its impact on cellular functions.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 543-38-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 3 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 543-38:
(5*5)+(4*4)+(3*3)+(2*3)+(1*8)=64
64 % 10 = 4
So 543-38-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H12N4O3/c6-3(4(10)11)1-2-12-9-5(7)8/h3H,1-2,6H2,(H,10,11)(H4,7,8,9)
