烟草生物碱的植物化学研究。十二。γ-甲基氨基丁醛的鉴定及其在尼古丁生物合成中的前体作用。
Phytochemical Studies on the Tobacco Alkaloids. XII. Identification of gamma-Methylaminobutyraldehyde and its Precursor Role in Nicotine Biosynthesis.
机构信息
Division of Plant Biochemistry, Central Research Institute, Japan Monopoly Corporation, 1-28-3, Nishishinagawa, Shinagawa-ku, Tokyo, Japan.
出版信息
Plant Physiol. 1968 Jan;43(1):93-8. doi: 10.1104/pp.43.1.93.
gamma-Methylaminobutyraldehyde (N-methylpyrroline) labeled with (14)C was isolated from tobacco roots which had metabolized ornithine-2-(14)C. It was labeled most strongly 4 hours after adding ornithine-2-(14)C to the root, also labeled by putrescine-1,4-(14)C and methionine-(14)CH(3), and observed in the root but not in the aerial portions of tobacco plants. gamma-Methyl-aminobutyraldehyde when added back to the root was an efficient precursor of nicotine. Identity of gamma-methylaminobutyraldehyde from tobacco roots was confirmed by comparison with the authentic compound.The existence of gamma-methylaminobutyraldehyde (N-methylpyrroline) in the biosynthetic pathway of nicotine indicates that the methyl group must be introduced before condensation of the pyridine moiety with the pyrrolidine moiety.
γ-甲基氨基丁醛（N-甲基吡咯烷）用（14）C 标记，从代谢鸟氨酸-2-（14）C 的烟草根中分离出来。在向根部添加鸟氨酸-2-（14）C 4 小时后，它被强烈标记，也被腐胺-1,4-（14）C 和蛋氨酸-（14）CH（3）标记，并在根部观察到，但不在烟草植株的地上部分观察到。γ-甲基-氨基丁醛被添加回根部时是尼古丁的有效前体。通过与真实化合物的比较，确认了来自烟草根的γ-甲基氨基丁醛（N-甲基吡咯烷）的身份。γ-甲基氨基丁醛（N-甲基吡咯烷）在尼古丁生物合成途径中的存在表明，在吡啶部分与吡咯烷部分缩合之前，甲基必须被引入。
Zotero 插件