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Azetidine-2-carboxylic acid
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Azetidine-2-carboxylic acid : ウィキペディア英語版
Azetidine-2-carboxylic acid

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Azetidine-2-carboxylic acid (abbreviated Aze) is a plant non-protein amino acid homologue of proline with the molecular formula C4H7NO2. Aze is a heterocyclic, 4 membered ring with nitrogen as its heteroatom (an azetidine), and a carboxylic acid group substituted on one of the ring carbon atoms. The main difference between Aze and proline is the ring of Aze has four members and the ring of proline has five. Aze has the ability to act as an analog of proline and can be incorporated into proteins in place of proline.
== Synthesis ==

Optically inactive Aze was obtained in small yield from γ-aminobutyric acid by α-bromination, followed by removal of hydrogen bromide from the intermediate γ-amino-α-butyric acid and ring closure by treatment with a barium hydroxide solution. An optically active Aze was obtained by treatment of αγ-diaminobutyric acid dihydrochloride with a mixture of nitrous and hydrochloric acids to yield γ-amino-α-chlorobutyric acid, followed by elimination of hydrogen chloride and cyclization by treatment with barium hydroxide.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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