ELUCIDATION OF THE 2-AMINOETHYLPHOSPHONATE BIOSYNTHETIC-PATHWAY IN TETRAHYMENA-PYRIFORMIS
ELUCIDATION OF THE 2-AMINOETHYLPHOSPHONATE BIOSYNTHETIC-PATHWAY IN TETRAHYMENA-PYRIFORMIS
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DOI：
10.1016/s0006-291x(88)81205-1
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发表时间：
1988-05-31
影响因子：
3.1
通讯作者：
DUNAWAYMARIANO, D
中科院分区：
文献类型：
--
作者：
BARRY, RJ;BOWMAN, E;DUNAWAYMARIANO, D
阐明了梨形四膜虫天然产物2-氨基乙基膦酸酯的生物合成途径。[32 P]PEP和[14 C]PEP与T.用Mg 2+和丙氨酸/磷酸吡哆醛强化的梨形藻细胞匀浆，产生2-氨基乙基膦酸盐作为次要反应产物（2-5%产率），磷酸甘油酸盐和丙酮酸盐加正磷酸盐作为主要产物。在反应混合物中加入焦磷酸硫胺素使2-氨基乙基膦酸酯的产率增加了10倍。在细胞匀浆中孵育膦酰基乙醛或膦酰基丙酮酸也提供2-氨基乙基膦酸酯。细胞匀浆催化膦酰基乙醛转化为2-氨基乙基膦酸酯。80%的收益。然而，通过使用膦酰基丙酮酸酯获得的2-氨基乙基膦酸的最大产率仅为15%。磷酸丙酮酸与细胞提取物处理诱导的主要反应途径涉及其竞争性转化为PEP和丙酮酸加正磷酸。
The biosynthetic reaction pathway leading to the natural product, 2-aminoethylphosphonate in Tetrahymena pyriformis has been elucidated. Incubation of [32P]PEP and [14C]PEP with T. pyriformis cellular homogenate fortified with Mg2+ and alanine/pyridoxal phosphate, yielded 2-aminoethylphosphonate as the minor reaction product (2-5% yield) and phosphoglycerate and pyruvate plus orthophosphate as the major products. Inclusion of thiamine pyrophosphate in the reaction mixture increased the yield of 2-aminoethylphosphonate by a factor of 10. Incubation of phosphonoacetaldehyde or phosphonopyruvate in the cellular homogenate also provided 2-aminoethylphosphonate. The cellular homogenate catalyzed the transformation of phosphonoacetaldehyde to 2-aminoethylphosphonate in an ca. 80% yield. However, the maximum yield of 2-aminoethylphosphonic acid obtained by use of phosphonopyruvate was only 15%. The major reaction pathways induced by treatment of phosphonopyruvate with the cellular extract involved its competitive conversion to PEP and pyruvate plus orthophosphate.