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L-Canaline

Catalog No.GC14954 Copy One-Click Copy Product Info

aminotransferases inhibitor

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L-Canaline Chemical Structure

Cas No.: 496-93-5

Size Price Stock Qty
1mg
$76.00
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5mg
$333.00
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10mg
$585.00
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25mg
$1,278.00
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Sample solution is provided at 25 µL, 10mM.



Description of L-Canaline

L-Canaline is a well-known irreversible inhibitor of ornithine aminotransferase (OAT). The natural L-enantiomer reacts by oxime formation with pyridoxal 5′-phosphate in the active site of the enzyme [1]. L-Canaline is naturally found in plants such as legumes, and has been involved in the metabolism of L-canavanine, an aminooxy analog of arginine [2].

Ornithine aminotransferase (OAT) is a mitochondrial enzyme involved in catalyzing the interaction of L-ornithine and α-ketoglutarate to produce glutamic-y-semialdehyde and glutamate [3].

In vitro: Canaline strongly inhibited the activity of pyridoxal-dependent enzymes, including amino acid decarboxylases, 5-hydroxytryptophan decarboxylase, aminotransferases, tyrosine aminotransferase, ornithine transcarbamylase and plasma diamino-oxidase. The canaline inhibition was due to complex formation between canaline and the pyridoxal coenzyme. l-canaline is one of the most potent inhibitors of pyridoxal enzymes. The IC50 value of l-canaline against Ornithine aminotransferase was 3 ×10-6M [4].

In vivo: Intraperitoneal administration of 500 mg of DL-canaline/kg body wt. only produced a transient inhibition of OAT in brain and liver by 65-70%, suggesting that DL-canaline was not a useful tool in studies of biological consequences of OAT inhibition. [1].

References:
[1] Bolkenius F N, Kndgen B, Seiler N.  DL-canaline and 5-fluoromethylornithine. Comparison of two inactivators of ornithine aminotransferase[J]. Biochemical Journal, 1990, 268(2): 409-414.
[2] Rosenthal G A, Rhodes D.  L-Canavanine transport and utilization in developing jack bean, Canavalia ensiformis (L.) DC.[Leguminosae][J]. Plant physiology, 1984, 76(2): 541-544.
[3] Peraino C, Bunville L G, Tahmisian T N.  Chemical, physical, and morphological properties of ornithine aminotransferase from rat liver[J]. Journal of Biological Chemistry, 1969, 244(9): 2241-2249.
[4] Rahiala E L, Kekomki M, Jnne J, et al.  Inhibition of pyridoxal enzymes by L-canaline[J]. Biochimica et Biophysica Acta (BBA)-Enzymology, 1971, 227(2): 337-343.

Chemical Properties of L-Canaline

Cas No. 496-93-5 SDF
Chemical Name O-amino-L-homoserine
Canonical SMILES N[C@@H](CCON)C(O)=O
Formula C4H10N2O3 M.Wt 134.1
Solubility ≤1mg/ml in DMSO Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of L-Canaline

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1 mg 5 mg 10 mg
1 mM 7.4571 mL 37.2856 mL 74.5712 mL
5 mM 1.4914 mL 7.4571 mL 14.9142 mL
10 mM 745.7 μL 3.7286 mL 7.4571 mL
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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Review for L-Canaline

Average Rating: 5 ★★★★★ (Based on Reviews and 26 reference(s) in Google Scholar.)

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