CAS 543-38-4

Canavanine

Description:

Canavanine is a non-proteinogenic amino acid that is structurally similar to arginine. It is primarily found in certain legumes, particularly in the seeds of the jack bean (Canavalia ensiformis). Canavanine is characterized by its unique side chain, which contains a guanidine group, making it a potent analog of arginine. This compound exhibits various biological activities, including potential anti-cancer and anti-parasitic properties, and has been studied for its ability to inhibit protein synthesis by misincorporating into proteins in place of arginine. However, canavanine can also be toxic to certain organisms, including humans, when consumed in large amounts, as it can disrupt normal cellular functions. Its chemical formula is C5H12N4O2, and it is soluble in water. Due to its structural similarity to arginine, canavanine can interfere with metabolic pathways, leading to various physiological effects. Overall, canavanine serves as an interesting subject of study in both biochemistry and pharmacology, highlighting the complex interactions between amino acids and biological systems.

Formula: C₅H₁₂N₄O₃

InChI: 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

InChI key: InChIKey=FSBIGDSBMBYOPN-VKHMYHEASA-N

SMILES: C(CONC(=N)N)[C@@H](C(O)=O)N

Synonyms:

• (L)-Canavanine
• 2-Amino-4-(guanidinooxy)butyric acid
• <span class="text-smallcaps">L</span>-Canavanine
• <span class="text-smallcaps">L</span>-Cav
• <span class="text-smallcaps">L</span>-Homoserine, O-[(aminoiminomethyl)amino]-
• Ai3-52153
• Butyric acid, 2-amino-4-(guanidinooxy)-, <span class="text-smallcaps">L</span>-
• Butyric acid, 2-amino-4-(guanidinooxy)-, L-
• Canavanin
• Canavanine
• Hsdb 3471
• L-Homoserine, O-((aminoiminomethyl)amino)-
• L-Homoserine, O-((aminoiminomethyl)amino)- (9CI)
• Ldn 21810
• O-((Aminoiminomethyl)amino)-L-homoserine
• O-((Aminoiminomethyl)amino)homoserine
• O-[(Aminoiminomethyl)amino]-<span class="text-smallcaps">L</span>-homoserine

L-α-AMINO-γ-[GUANIDINOOXY]-N-BUTYRIC ACID

CAS: 543-38-4

Formula: C₅H₁₂N₄O₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 176.1738

Ref: IN-DA00DBOX

(L)-Canavanine

CAS: 543-38-4

(L)-Canavanine is antimutagenic activity.

Formula: C₅H₁₂N₄O₃

Color and Shape: Solid

Molecular weight: 176.17

Ref: TM-T24957

L-Canavanine

CAS: 543-38-4

L-Canavanine is a naturally occurring amino acid that has been shown to have anti-cancer properties in mice. L-Canavanine inhibits the growth of leukemic cells, and blocks the formation of DNA by binding to it. The compound also has antioxidative properties. L-Canavanine binds to the active site of protein kinase C (PKC), which is an enzyme that plays a role in cancer cell proliferation and differentiation. This binding prevents PKC from phosphorylating other proteins, blocking various cellular processes. L-canavanine also binds to dna and alters its structure, preventing replication. L-Canavanine has been shown to have anti-cancer effects when administered to mice with leukemia, but can be toxic at high doses. It is not effective against non-malignant cells, such as those found in skin or muscle tissue.

Formula: C₅H₁₂N₄O₃

Purity: Min. 95%

Molecular weight: 176.17 g/mol

Ref: 3D-FC162286