Formylation of tetrahydrofolate by formyl phosphate.
Formylation of tetrahydrofolate by formyl phosphate.
复制标题
四氢叶酸被甲酰磷酸甲酰化。
DOI：
10.1016/0014-5793(90)80231-7
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发表时间：
1990
期刊：
影响因子：
3.5
通讯作者：
Himes,RH
中科院分区：
文献类型：
--
作者：
Jahansouz,H;Scherübel,DM;Himes,RH
Formyl phosphate is the putative intermediate in the formylation of tetrahydrofolate (THF) catalyzed by N10-formylTHF synthetase. In this study the non-enzymic reaction between formyl phosphate and THF was examined at 5°C.1H-NMR, HPLC and kinetic analysis of the proton-catalyzed conversion of the product to N5,10-methenylTHF were used to identify the product. In contrast to the enzyme reaction, which produces N10-form-ylTHF, N5-formylTHF was the only formylated THF derivative formed. The reaction was conducted at pH values of 3, 5, and 7, with the highest yield being obtained at pH 5 (64–85%, based on THF). The enzyme, therefore, changes the regioselectivity of this reaction by increasing the reactivity of the 10-nitrogen and either decreasing the reactivity of the 5-nitrogen or limiting its accessibility to formyl phosphate. 2-Mercaptoethanol, present in the reaction mixture to protect THF from O2, was also formylated by formyl phosphate, at the oxygen position.
