Kinetic study of the 2-methyl-3-methoxy-4-phenylbutanoic acid produced by oxidation of microcystin in aqueous solutions
文献类型：期刊论文
| 作者 | Wu, Xingqiang1,2; Xiao, Bangding1,2; Gong, Yan1,2; Wang, Zhi1,2; Chen, Xiaoguo3; Li, Renhui1 |
| 刊名 | ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY
 |
| 出版日期 | 2008-10-01 |
| 卷号 | 27期号:10页码:2019-2026 |
| 关键词 | microcystin 2-methyl-3-methoxy-4-phenylbutanoic acid permanganate-periodate oxidation kinetics |
| ISSN号 | 0730-7268 |
| 通讯作者 | Xiao, BD, Chinese Acad Sci, Inst Hydrobiol, Wuhan 430072, Hubei, Peoples R China |
| 中文摘要 | Microcystins (MCs) are a family of related cyclic hepatotoxic heptapeptides, of which more than 70 types have been identified. The chemically unique nature of the C20 beta-amino acid, (2S, 3S, 8S, 9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca4,6-dienoic acid (Adda), portion of the MCs has been exploited to develop a strategy to analyze the entirety. Oxidation of MCs causes the cleavage of MC Adda to form 2-methyl-3-methoxy-4-phenylbutanoic acid (MMPB). In the present study, we investigated the kinetics of MMPB produced by oxidation of the most-often-studied MC variant, MC-LR (L = leucine, R = arginine), with permanganate-periodate. This investigation allowed insight regarding the influence of the reaction conditions (concentration of the reactants, temperature, and pH) on the conversion rate. The results indicated that the reaction was second order overall and first order with respect to both permanganate and MC-LR. The second-order rate constant ranged from 0.66 to 1.35 M/s at temperatures from 10 to 30 degrees C, and the activation energy was 24.44 kJ/mol. The rates of MMPB production can be accelerated through increasing reaction temperature and oxidant concentration, and sufficient periodate is necessary for the formation of MMPB. The initial reaction rate under alkaline and neutral conditions is higher than that under acidic conditions, but the former decreases faster than the latter except under weakly acidic conditions. These results provided new insight concerning selection of the permanganate-periodate concentration, pH, and temperature needed for the oxidation of MCs with a high and stable yield of MMPB. |
| 英文摘要 | Microcystins (MCs) are a family of related cyclic hepatotoxic heptapeptides, of which more than 70 types have been identified. The chemically unique nature of the C20 beta-amino acid, (2S, 3S, 8S, 9S)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca4,6-dienoic acid (Adda), portion of the MCs has been exploited to develop a strategy to analyze the entirety. Oxidation of MCs causes the cleavage of MC Adda to form 2-methyl-3-methoxy-4-phenylbutanoic acid (MMPB). In the present study, we investigated the kinetics of MMPB produced by oxidation of the most-often-studied MC variant, MC-LR (L = leucine, R = arginine), with permanganate-periodate. This investigation allowed insight regarding the influence of the reaction conditions (concentration of the reactants, temperature, and pH) on the conversion rate. The results indicated that the reaction was second order overall and first order with respect to both permanganate and MC-LR. The second-order rate constant ranged from 0.66 to 1.35 M/s at temperatures from 10 to 30 degrees C, and the activation energy was 24.44 kJ/mol. The rates of MMPB production can be accelerated through increasing reaction temperature and oxidant concentration, and sufficient periodate is necessary for the formation of MMPB. The initial reaction rate under alkaline and neutral conditions is higher than that under acidic conditions, but the former decreases faster than the latter except under weakly acidic conditions. These results provided new insight concerning selection of the permanganate-periodate concentration, pH, and temperature needed for the oxidation of MCs with a high and stable yield of MMPB. |
| WOS标题词 | Science & Technology ; Life Sciences & Biomedicine |
| 学科主题 | Environmental Sciences; Toxicology |
| 类目[WOS] | Environmental Sciences ; Toxicology |
| 研究领域[WOS] | Environmental Sciences & Ecology ; Toxicology |
| 关键词[WOS] | PERIODATE-PERMANGANATE OXIDATIONS ; BLUE-GREEN-ALGAE ; POTASSIUM-PERMANGANATE ; CYANOBACTERIAL TOXINS ; MECHANISM ; BIOACCUMULATION ; HYDROCARBONS ; INHIBITION ; TISSUES ; WATER |
| 收录类别 | SCI |
| 资助信息 | National Key Project for Basic Research on the Processes of Lake Eutrophication ; Mechanism of Cyanobacterial Blooming [2002CB412300]; Chinese Academy of Sciences [KZCX2-YW-426]; National High Technology Research and Development Program of China [2005AA60101005] |
| 语种 | 英语 |
| WOS记录号 | WOS:000259295700005 |
| 公开日期 | 2010-10-13 |
| 源URL | [http://ir.ihb.ac.cn/handle/152342/8006]  |
| 专题 | 水生生物研究所_中科院水生所知识产出（2009年前）_期刊论文 |
| 作者单位 | 1.Chinese Acad Sci, Inst Hydrobiol, Wuhan 430072, Hubei, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China 3.Wuhan Univ Technol, Wuhan 430070, Hubei, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wu, Xingqiang,Xiao, Bangding,Gong, Yan,et al. Kinetic study of the 2-methyl-3-methoxy-4-phenylbutanoic acid produced by oxidation of microcystin in aqueous solutions[J]. ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY,2008,27(10):2019-2026. |
| APA | Wu, Xingqiang,Xiao, Bangding,Gong, Yan,Wang, Zhi,Chen, Xiaoguo,&Li, Renhui.(2008).Kinetic study of the 2-methyl-3-methoxy-4-phenylbutanoic acid produced by oxidation of microcystin in aqueous solutions.ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY,27(10),2019-2026. |
| MLA | Wu, Xingqiang,et al."Kinetic study of the 2-methyl-3-methoxy-4-phenylbutanoic acid produced by oxidation of microcystin in aqueous solutions".ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY 27.10(2008):2019-2026. |
入库方式： OAI收割
来源：水生生物研究所
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