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膦酰丙酮酸:在无细胞制备四膜虫过程中膦酸的一种可能前体。

Phosphonopyruvic acid: A probable precursor of phosphonic acids in cell-free preparation of Tetrahymena.

作者信息

Horiguchi M, Rosenberg H

出版信息

Biochim Biophys Acta. 1975 Oct 9;404(2):333-40. doi: 10.1016/0304-4165(75)90341-4.

DOI:10.1016/0304-4165(75)90341-4
PMID:170979
Abstract
  1. In cell-free preparations of Tetrahymena, doubly labelled [32P]phosphoenol-[3-14C]pyruvate gives rise to 2-aminoethylphosphonate and 2-amino-3-phosphonopropionate, labelled with the two isotopes in the same ratio as the starting compound. The result is consistent with an intra-molecular rearrangement of phosphoenolpyruvate in the biosynthetic sequence of carbon-phosphorus bond formation. 2. Incubation of [32P]phosphoenolpyruvate with the same preparation, followed by treatment with 2,4-dinitrophenylhydrazine, yielded labelled hydrazones. When these were subjected to hydrogenolysis, the radioactivity was recovered in 2-aminoethylphosphonate and 2-amino-3-phosphonopropionate, suggesting that 2-phosphonoacetaldehyde and 3-phosphonopyruvic acid were probable precursors of the aminoalkylphosphonic acids. 3. Radioactivity from 2-amino-3-phosphono-[3-14C]propionic acid was incorporated into 2-aminoethylphosphonic acid, but incorporation of the radioactivity into lipids was negligible.
摘要
  1. 在四膜虫的无细胞制剂中,双标记的[32P]磷酸烯醇-[3-14C]丙酮酸会生成2-氨基乙基膦酸酯和2-氨基-3-膦酰基丙酸酯,其两种同位素的标记比例与起始化合物相同。该结果与磷酸烯醇丙酮酸在碳-磷键形成生物合成序列中的分子内重排一致。2. 将[32P]磷酸烯醇丙酮酸与相同制剂一起孵育,然后用2,4-二硝基苯肼处理,得到标记的腙。当对这些腙进行氢解时,放射性在2-氨基乙基膦酸酯和2-氨基-3-膦酰基丙酸酯中回收,表明2-膦酰基乙醛和3-膦酰基丙酮酸可能是氨基烷基膦酸的前体。3. 2-氨基-3-膦酰基-[3-14C]丙酸的放射性被整合到2-氨基乙基膦酸中,但放射性整合到脂质中的量可忽略不计。

相似文献

1
Phosphonopyruvic acid: A probable precursor of phosphonic acids in cell-free preparation of Tetrahymena.膦酰丙酮酸:在无细胞制备四膜虫过程中膦酸的一种可能前体。
Biochim Biophys Acta. 1975 Oct 9;404(2):333-40. doi: 10.1016/0304-4165(75)90341-4.
2
Metabolism of 2-amino-3-phosphono[3-14C]propionic acid in cell-free preparations of rat liver.
Biochim Biophys Acta. 1979 May 1;584(2):254-60. doi: 10.1016/0304-4165(79)90270-8.
3
Metabolism of 2-amino-3-phosphono[3-14C]propionic acid in cell-free preparations of Tetrahymena.嗜热四膜虫无细胞制剂中2-氨基-3-膦酰基[3-¹⁴C]丙酸的代谢
Biochim Biophys Acta. 1980 Jun 23;618(3):383-8.
4
Elucidation of the 2-aminoethylphosphonate biosynthetic pathway in Tetrahymena pyriformis.
Biochem Biophys Res Commun. 1988 May 31;153(1):177-82. doi: 10.1016/s0006-291x(88)81205-1.
5
A carbon-phosphorus bond in nature.自然界中的碳 - 磷键。
Science. 1969 Apr 4;164(3875):37-42. doi: 10.1126/science.164.3875.37.
6
Biosynthesis of phosphonic acids in Tetrahymena.
Biochim Biophys Acta. 1968 Mar 11;156(2):340-6. doi: 10.1016/0304-4165(68)90263-8.
7
[Biosynthesis of phosphonoamino acids. II. Incorporation of glucose-U-14C into aminoethylphosphonic acid by cell-free preparations of Tetrahymena].[膦酰基氨基酸的生物合成。II. 通过四膜虫无细胞制剂将葡萄糖-U-¹⁴C掺入氨基乙基膦酸中]
Naturwissenschaften. 1969 Sep;56(9):462. doi: 10.1007/BF00601071.
8
[On the biosynthesis of phosphonamino acids. The distribution of radioactivity in aminoethylphosphonic acid following incorporation of position-labelled glucose by Tetrahymena].[关于膦氨基氨基酸的生物合成。嗜热四膜虫掺入位置标记葡萄糖后放射性在氨基乙基膦酸中的分布]
Z Naturforsch B. 1967 Sep;22(9):989-91.
9
Metabolism of 2-amino-3-phosphonopropionic acid in rats.
Biochim Biophys Acta. 1979 Mar 29;572(3):385-94. doi: 10.1016/0005-2760(79)90145-0.
10
Enzymatic synthesis of radiolabeled phosphonoacetaldehyde.
Anal Biochem. 2003 Nov 15;322(2):233-7. doi: 10.1016/j.ab.2003.08.016.