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L-Canaline
本产品不向个人销售,仅用作科学研究,不用于任何人体实验及非科研性质的动物实验。
L-Canaline图片
CAS NO:496-93-5
包装与价格:
包装价格(元)
1mg电议
5mg电议
10mg电议
25mg电议

产品介绍
L-Canaline 是一种储存在许多豆科植物中的非蛋白质氨基酸。
Cas No.496-93-5
别名6-硝基-2-氨苯酚-4-磺酸
化学名O-amino-L-homoserine
Canonical SMILESN[C@@H](CCON)C(O)=O
分子式C4H10N2O3
分子量134.1
溶解度≤1mg/ml in DMSO
储存条件Store at -20℃
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.
Shipping ConditionEvaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
产品描述

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.