Enzymatic synthesis of phenylpyruvic acid labeled with deuterium, tritium, and carbon-14
Enzymatic synthesis of phenylpyruvic acid labeled with deuterium, tritium, and carbon-14
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DOI：
10.1002/jlcr.1530
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发表时间：
2008-06-01
影响因子：
1.8
通讯作者：
Kanska, Marianna
中科院分区：
文献类型：
--
作者：
Skowera, Katarzyna;Kanska, Marianna
本文报道了选择性地用氢同位素标记3位侧链的苯丙酮酸（IPPA）的同位素异构体的合成。使用苯丙氨酸氨裂解酶（EC 4.3.1.5）合成了三种氘或氚标记的L-苯丙氨酸（L-Phe）的同位素体，即[（3S）-（2）H]-L-、[（3S）-（3）H]- L-和双标记的[（3S）-（2）H/（3）H]-L-Phe。在第二步中，使用L-苯丙氨酸脱氢酶（EC 1.4.1.20）将L-Phe的这些同位素异构体转化为PPA的[（3S）-（2）H]、[（3S）-（3）H]-和[（3S）-（2）H/（3）H]-同位素异构体。以[1-（14）C]-肉桂酸为起始底物，经两步酶促反应得到羧基上（14）C标记的PPA同位素异构体[1-（14）C]-PPA。
The synthesis of isotopomers of phenylpyruvic acid, IPPA, selectively labeled with hydrogen isotopes in the 3-position of the side-chain is reported. Three deuterium or tritium labeled isotoporners of L-phenylalanine, L-Phe, i.e. [(3S)-(2) H]-L-,[(3S)-(3) H]- L-, and doubly labeled [(3S)-(2)H/(3) H]-L-Phe were synthesized using the enzyme phenylalanine ammonia lyase (EC 4.3.1.5). In the second step these isotopomers of L-Phe were converted into [(3S)-(2)H], [(3S)-(3)H]-, and [(3S)-(2) H/(3)H]-isotopomers of PPA using the enzyme L-phenylalanine dedydrogenase (EC 1.4.1.20). The isotopomer of PPA labeled with (14)C in carboxylic group, [1-(14)C]-PPA, was obtained in a two-step enzymatic reaction using [1-(14)C]-cinnamic acid as the starting substrate.