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磷酸肽的铀酰光裂解产生截短的C端酰胺化肽产物。

Uranyl Photocleavage of Phosphopeptides Yields Truncated C-Terminally Amidated Peptide Products.

作者信息

Elnegaard Rasmus L B, Møllegaard Niels Erik, Zhang Qiang, Kjeldsen Frank, Jørgensen Thomas J D

机构信息

Department of Biochemistry and Molecular Biology, University of Southern Denmark, Campusvej 55, 5230, Odense M, Denmark.

Department of Cellular and Molecular Medicine, University of Copenhagen, Blegdamsvej 3B, 2200, Copenhagen N, Denmark.

出版信息

Chembiochem. 2017 Jun 19;18(12):1117-1122. doi: 10.1002/cbic.201700103. Epub 2017 May 23.

DOI:10.1002/cbic.201700103
PMID:28425166
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5488209/
Abstract

The uranyl ion (UO ) binds phosphopeptides with high affinity, and when irradiated with UV-light, it can cleave the peptide backbone. In this study, high-accuracy tandem mass spectrometry and enzymatic assays were used to characterise the photocleavage products resulting from the uranyl photocleavage reaction of a tetraphosphorylated β-casein model peptide. We show that the primary photocleavage products of the uranyl-catalysed reaction are C-terminally amidated. This could be of great interest to the pharmaceutical industry, as efficient peptide amidation reactions are one of the top challenges in green pharmaceutical chemistry.

摘要

铀酰离子（UO ）能以高亲和力结合磷酸肽，并且在紫外光照射下，它可以切割肽主链。在本研究中，利用高精度串联质谱和酶促测定来表征四磷酸化β-酪蛋白模型肽的铀酰光切割反应产生的光切割产物。我们表明，铀酰催化反应的主要光切割产物是C端酰胺化的。这可能会引起制药行业的极大兴趣，因为高效的肽酰胺化反应是绿色药物化学中的首要挑战之一。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/24927fb8e3a1/CBIC-18-1117-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/14a4c6f06091/CBIC-18-1117-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/f7ceb3dbed81/CBIC-18-1117-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/1bcf585db95b/CBIC-18-1117-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/24927fb8e3a1/CBIC-18-1117-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/14a4c6f06091/CBIC-18-1117-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/f7ceb3dbed81/CBIC-18-1117-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/1bcf585db95b/CBIC-18-1117-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3db/5488209/24927fb8e3a1/CBIC-18-1117-g003.jpg

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本文引用的文献

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A biotin enrichment strategy identifies novel carbonylated amino acids in proteins from human plasma.一种生物素富集策略可鉴定出人血浆蛋白质中的新型羰基化氨基酸。
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Preorganized Peptide Scaffolds as Mimics of Phosphorylated Proteins Binding Sites with a High Affinity for Uranyl.预组织化肽支架作为模拟对铀酰具有高亲和力的磷酸化蛋白结合位点。
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Fluorescent recognition of uranyl ions by a phosphorylated cyclic peptide.一种磷酸化环肽对铀酰离子的荧光识别
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Peptide backbone cleavage by α-amidation is enhanced at methionine residues.通过α-酰胺化进行的肽主链切割在甲硫氨酸残基处增强。
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UO₂²⁺ uptake by proteins: understanding the binding features of the super uranyl binding protein and design of a protein with higher affinity.蛋白质对 UO₂²⁺ 的摄取：了解超铀酰结合蛋白的结合特性及设计具有更高亲和力的蛋白质。
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Chemistry. 2014 Dec 8;20(50):16566-73. doi: 10.1002/chem.201404546. Epub 2014 Oct 16.
10
A phosphorylation tag for uranyl mediated protein purification and photo assisted tag removal.用于铀酰介导的蛋白质纯化和光辅助标签去除的磷酸化标签。
PLoS One. 2014 Mar 5;9(3):e91138. doi: 10.1371/journal.pone.0091138. eCollection 2014.