The generation of superoxide anions in glycation reactions with sugars, osones, and 3-deoxyosones.

The generation of superoxide anions in glycation reactions with sugars, osones, and 3-deoxyosones.
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与糖、奥酮和 3-脱氧酮发生糖基化反应时产生超氧阴离子。

DOI:
10.1006/bbrc.1998.8401
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发表时间:
1998
影响因子:
3.1
通讯作者:
Linetsky,M
Linetsky,M
中科院分区:
生物学4区
文献类型:
--
作者:
Ortwerth,BJ;James,H;Simpson,G;Linetsky,M

文献摘要

被引文献

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糖氧化是糖化蛋白质化学产生氧自由基的过程。超氧阴离子的形成是通过在pH7.0的糖化反应中,在没有过渡金属离子的情况下,铁细胞色素C的超氧化物歧化酶依赖性还原来测量的。测定在1小时内呈线性,在5 mM L-苏糖和10 mM α-N-乙酰基-赖氨酸(N-Ac-Lys)或10 mg/mL RNA酶A孵育2天后观察到大部分活性。丙糖、四糖及其相应的酮和3-脱氧酮对N-Ac-Lys的活性最高(12-16 nmoles O·−2/hr/ml)。单独的酮和3-脱氧酮产生大量的O·−2,而醛糖基本上不产生O·−2。木糖酮和3-脱氧木糖酮与N-Ac-Lys的反应分别产生6和10 nmoles O·−2/hr/ml,但木糖无活性,葡萄糖和果糖也是如此。3-脱氧葡萄糖醛酮和乙二醛的糖基化测定显示无活性,然而,甲基乙二醛与N-Ac-Lys和N-Ac-Arg分别产生1.7和2.0 nmoles O·-2/hr/ml。因此,由赖氨酸和短链糖组成的Amadori化合物可以在不存在金属离子的情况下快速产生超氧阴离子。
Glycoxidation is a process whereby glycated proteins chemically generate oxygen free radicals. Superoxide anion formation was measured by the superoxide dismutase-dependent reduction of ferricytochrome C in glycation reactions at pH 7.0 in the absence of transition metal ions. Assays were linear over 1 h, and most activity was seen after a 2 d incubation of 5 mM L-threose and 10 mM α-N-acetyl-lysine (N-Ac-Lys) or 10 mg/mL RNase A. Trioses, tetroses and their corresponding osones and 3-deoxyosones had the highest activity (12-16 nmoles O·−2/hr/ml) with N-Ac-Lys. Osones and 3-deoxyosones alone generated considerable O·−2, whereas aldose sugars largely did not. Xylosone and 3-deoxyxylosone produced 6 and 10 nmoles O·−2/hr/ml respectively with N-Ac-Lys, however, xylose was inactive, as were glucose and fructose. Glycation assays with 3-deoxyglucosone and glyoxal showed no activity, however, methyl glyoxal generated 1.7 and 2.0 nmoles O·−2/hr/ml with N-Ac-Lys and N-Ac-Arg, respectively. Therefore, Amadori compounds composed of lysine and short chain sugars can rapidly generate superoxide anion in the absence of metal ions.