Name: L-Canaline
Price: 441.00 USD

- Overview
  - Please contact us at for specific academic pricing.
    
    Background
    
    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].
    
    [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.
- Properties
  - Alternative Name
    
    O-amino-L-homoserine
    
    CAS Number
    
    496-93-5
    
    Molecular Formula
    
    C4H10N2O3
    
    Molecular Weight
    
    134.1
    
    Appearance
    
    A crystalline solid
    
    Purity
    
    Purity ≥95.00%
    
    Solubility
    
    ≤1mg/ml in DMSO
    
    Storage
    
    Store at -20°C
    
    * For Research Use Only
- Reference
  - 1. Lin Y, Nan J, et al. "Canagliflozin impairs blood reperfusion of ischaemic lower limb partially by inhibiting the retention and paracrine function of bone marrow derived mesenchymal stem cells." EBioMedicine. 2020;52:102637. PMID:31981975

L-Canaline

L-Canaline

Background

We Also Recommend

1-(1-Naphthyl) piperazine (hydrochloride)

Cl-Amidine (trifluoroacetate salt)