ELECTROCHEMICAL REDUCTION OF FOLIC-ACID RECONSIDERED

被引:23
作者
GURIRA, RC [1 ]
MONTGOMERY, C [1 ]
WINSTON, R [1 ]
机构
[1] GRINNELL COLL,DEPT CHEM,GRINNELL,IA 50112
来源
JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 1992年 / 333卷 / 1-2期
关键词
D O I
10.1016/0022-0728(92)80393-I
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Folid acid (FA) undergoes three distinct reduction steps in acidic media and a single reduction step in alkaline media. Analysis of constant potential electrolysis products by high performance liquid chromatography reveals that, in acidic medium, the first reduction step converts FA to a transient 5,8-dihydro-FA, some of which tautomerizes to 7,8-dihydro-FA, while the remainder undergoes a proton dependent non-electrochemical cleavage of the para-aminobenzoylglutamate side chain. Step two involves the electrochemical cleavage of the C(9)-N(10) chemical bond of the 7,8-dihydro-FA while the final reduction converts the 6-methyl-7,8-dihydropterin derivative generated in step two to a 6-methyl-5,6,7,8-tetrahydropterin. Above neutrality, only a single 2e-/2H+ reduction step is observed because the proton dependent tautomerization process is slow. Differential pulse, normal pulse polarography and cyclic voltammetric results indicate that reduction of FA is subject to considerable adsorption in both the acidic and alkaline media.
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页码:217 / 233
页数:17
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