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Chemoselective Dual Labeling of Native and Recombinant Proteins.
Bioconjugate Chemistry ( IF 4.0 ) Pub Date : 2017-12-20 , DOI: 10.1021/acs.bioconjchem.7b00675 Bikram Keshari Agrawalla 1 , Tao Wang 2 , Andreas Riegger 1 , Matthias P Domogalla 1, 3 , Kerstin Steinbrink 3 , Thilo Dörfler , Xi Chen , Felix Boldt , Markus Lamla , Jens Michaelis , Seah Ling Kuan 1 , Tanja Weil 1
Bioconjugate Chemistry ( IF 4.0 ) Pub Date : 2017-12-20 , DOI: 10.1021/acs.bioconjchem.7b00675 Bikram Keshari Agrawalla 1 , Tao Wang 2 , Andreas Riegger 1 , Matthias P Domogalla 1, 3 , Kerstin Steinbrink 3 , Thilo Dörfler , Xi Chen , Felix Boldt , Markus Lamla , Jens Michaelis , Seah Ling Kuan 1 , Tanja Weil 1
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The attachment of two different functionalities in a site-selective fashion represents a great challenge in protein chemistry. We report site specific dual functionalizations of peptides and proteins capitalizing on reactivity differences of cysteines in their free (thiol) and protected, oxidized (disulfide) forms. The dual functionalization of interleukin 2 and EYFP proceeded with no loss of bioactivity in a stepwise fashion applying maleimide and disulfide rebridging allyl-sulfone groups. In order to ensure broader applicability of the functionalization strategy, a novel, short peptide sequence that introduces a disulfide bridge was designed and site-selective dual labeling in the presence of biogenic groups was successfully demonstrated.
中文翻译：
天然和重组蛋白的化学选择性双重标记。
以位点选择的方式连接两个不同的功能代表了蛋白质化学领域的巨大挑战。我们报告的半胱氨酸在其游离（硫醇）和保护，氧化（二硫键）形式的反应性差异资本化肽和蛋白质的站点特定双重功能化。白介素2和EYFP的双重功能在不发生生物活性损失的情况下以马来酰亚胺和二硫键重新结合烯丙基砜基团的方式逐步进行。为了确保功能化策略的广泛适用性，设计了引入二硫键的新型短肽序列，并成功证明了在生物基团存在下的位点选择性双重标记。
更新日期：2017-12-12
中文翻译：
天然和重组蛋白的化学选择性双重标记。
以位点选择的方式连接两个不同的功能代表了蛋白质化学领域的巨大挑战。我们报告的半胱氨酸在其游离（硫醇）和保护，氧化（二硫键）形式的反应性差异资本化肽和蛋白质的站点特定双重功能化。白介素2和EYFP的双重功能在不发生生物活性损失的情况下以马来酰亚胺和二硫键重新结合烯丙基砜基团的方式逐步进行。为了确保功能化策略的广泛适用性，设计了引入二硫键的新型短肽序列，并成功证明了在生物基团存在下的位点选择性双重标记。
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