Reduction of the 2,2′-Azinobis(3-Ethylbenzthiazoline-6-Sulfonate) Cation Radical by Physiological Organic Acids in the Absence and Presence of Manganese

Patrick J. Collins; Alan D. W. Dobson; Jim A. Field

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Reduction of the 2,2′-Azinobis(3-Ethylbenzthiazoline-6-Sulfonate) Cation Radical by Physiological Organic Acids in the Absence and Presence of Manganese

机译：在缺锰和缺锰的条件下，通过生理有机酸还原2,2'-叠氮双（3-乙基苯并噻唑啉-6-磺酸盐）的阳离子自由基

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Laccase is a copper-containing phenoloxidase, involved in lignin degradation by white rot fungi. The laccase substrate range can be extended to include nonphenolic lignin subunits in the presence of a noncatalytic cooxidant such as 2,2′-azinobis(3-ethylbenzthiazoline-6-sulfonate) (ABTS), with ABTS being oxidized to the stable cation radical, ABTS·+, which accumulates. In this report, we demonstrate that the ABTS·+ can be efficiently reduced back to ABTS by physiologically occurring organic acids such as oxalate, glyoxylate, and malonate. The reduction of the radical by oxalate results in the formation of H2O2, indicating the formation of O2 ·? as an intermediate. O2 ·? itself was shown to act as an ABTS·+ reductant. ABTS·+ reduction and H2O2 formation are strongly stimulated by the presence of Mn2+, with accumulation of Mn3+being observed. Additionally, 4-methyl-O-isoeugenol, an unsaturated lignin monomer model, is capable of directly reducing ABTS·+. These data suggest several mechanisms for the reduction of ABTS·+which would permit the effective use of ABTS as a laccase cooxidant at catalytic concentrations.

机译：漆酶是一种含铜的酚氧化酶，参与白腐真菌降解木质素。漆酶底物的范围可以扩展到在非催化共氧化剂（例如2,2'-叠氮基双（3-乙基苯并噻唑啉-6-磺酸盐）（ABTS））存在的情况下包括非酚木质素亚基，而ABTS被氧化成稳定的阳离子自由基， ABTS·+，累积。在本报告中，我们证明了可以通过生理上存在的有机酸（例如草酸盐，乙醛酸盐和丙二酸盐）将ABTS +还原为ABTS。草酸盐还原自由基会导致H2O2的形成，表明O2·α的形成。作为中间体。 O2·？本身被证明可以充当ABTS +还原剂。 Mn2 +的存在强烈刺激了ABTS·+的还原和H2O2的形成，并观察到Mn3 +的积累。另外，不饱和木质素单体模型4-甲基-O-异丁香酚能够直接还原ABTS·+。这些数据表明了几种减少ABTS·+的机理，这些机理将允许在催化浓度下有效地利用ABTS作为漆酶助氧化剂。

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《Applied and Environmental Microbiology》 |1998年第6期|共6页
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Patrick J. Collins; Alan D. W. Dobson; Jim A. Field;
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1. Reactions of 2,2 '-azinobis-(3-ethylbenzthiazoline-6-sulfonate) dianion, ABTS(2-), with (OH)-O-center dot, (SCN)(2)(center dot-), and glycine or valine peroxyl radicals [J] . Gebicki JL, Maciejewska M The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory . 2007,第11期

机译：2,2'-叠氮基双-（3-乙基苯并噻唑啉-6-磺酸盐）二价阴离子ABTS（2-）与（OH）-O-中心点，（SCN）（2）（中心点-）和甘氨酸的反应或缬氨酸过氧自由基
2. Reactions of the radical cation derived from 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS~(.+)) with amino acids. Kinetics and mechanism [J] . C. Aliaga, E.A. Lissi Canadian Journal of Chemistry . 2000,第8期

机译：由2,2'-叠氮基双（3-乙基苯并噻唑啉-6-磺酸）（ABTS〜（。+））衍生的自由基阳离子与氨基酸的反应。动力学与机理
3. pH-dependent long-term radical scavenging activity of AA-2G and 6-Octa-AA-2G against 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation. [J] . Takebayashi J, Tai A, Yamamoto I Biological & pharmaceutical bulletin . 2003,第9期

机译：AA-2G和6-Octa-AA-2G对2,2'-叠氮基双（3-乙基苯并噻唑啉-6-磺酸）自由基阳离子的pH依赖性长期自由基清除活性。
4. Mechanisms of arsenite oxidation and arsenate adsorption by a poorly crystalline manganese oxide in the presence of low molecular weight organic acids [C] . Mengyu Liang, Huaming Guo, Wei Xiu International Symposium on Water-Rock Interaction . 2019

机译：在低分子量有机酸存在下，砷盐氧化和砷化物氧化物的吸附机制
5. Mechanism of acid reduction at low and high overpotential metal electrodes in the presence and absence of CO2: Implications for CO2 reduction by N-heterocycles. [D] . Zeitler, Elizabeth L. 2014

机译：在存在和不存在CO2的情况下，低电位和高电位金属电极上酸还原的机理：N杂环对CO2还原的影响。
6. Reduction of the 22′-Azinobis(3-Ethylbenzthiazoline-6-Sulfonate) Cation Radical by Physiological Organic Acids in the Absence and Presence of Manganese [O] . Patrick J. Collins, Alan D. W. Dobson, Jim A. Field 1998

机译：在缺锰和缺锰的条件下通过生理有机酸还原22-叠氮双（3-乙基苯并噻唑啉-6-磺酸盐）的阳离子自由基
7. Reduction of the 2,2′-Azinobis(3-Ethylbenzthiazoline-6-Sulfonate) Cation Radical by Physiological Organic Acids in the Absence and Presence of Manganese [O] . Patrick J. Collins, Alan D. W. Dobson, Jim A. Field 1998

机译：通过生理有机酸在缺乏和存在的情况下，通过生理有机酸减少2,2'-α-唑啉-6-磺酸盐）阳离子的阳离子

Reduction of the 2,2′-Azinobis(3-Ethylbenzthiazoline-6-Sulfonate) Cation Radical by Physiological Organic Acids in the Absence and Presence of Manganese

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