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首页> 外文期刊>Chemistry: A European journal >Rapid nitrogen inversion pathway in the cis/trans isomerization of selenoxo peptide bonds
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Rapid nitrogen inversion pathway in the cis/trans isomerization of selenoxo peptide bonds

机译：硒代氧肽键顺式/反式异构化中的快速氮转化途径

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摘要

Nitrogen inversion is discussed as a potentially stabilizing step in the acylation pathway of serine proteases, and the highly acidic carbonyl-amine form of the Asn side chain amide is discussed to play an essential role for amide group activation in the oligosaccharyltransferasecatalyzed Asn glycosylation. Upon irradiation with 288 nm UV light, the cis isomer content increases, as characterized by a red-shift of the UV spectrum, and then recovers to the ground state cis/trans ratio after dark equilibration. The deprotonation of the C atom attached to the C-Se bond could also be excluded, since this would lead to an epimerization. he apparent rate constant for the cis to trans decay of the peptide at a given pH value contains a rotational and an inversion term for the selenoxo and the selenoimidate anion. The selenoxo peptide bond is of special interest, since the formation of the selenoimidate anion results in an enhancement of peptide bond cis/trans isomerization dynamics via a reaction pathway previously undetected in aqueous solution.
机译：氮转化被认为是丝氨酸蛋白酶酰化途径中的潜在稳定步骤，并且讨论了Asn侧链酰胺的高酸性羰基胺形式在寡糖基转移酶催化的Asn糖基化反应中对酰胺基团的活化起重要作用。在以288 nm紫外线照射后，顺式异构体含量增加（以UV光谱的红移为特征），然后在黑暗平衡后恢复至基态顺式/反式比。也可以排除与C-Se键相连的C原子的去质子化，因为这将导致差向异构化。在给定的pH值下，多肽的顺式至反式降解的表观速率常数包含硒代亚硒酸根和硒代亚氨酸根阴离子的旋转和反向项。亚硒酸酯肽键特别受关注，因为硒代亚氨酸根阴离子的形成通过先前在水溶液中未检测到的反应途径导致肽键顺式/反式异构化动力学的增强。

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