Versatile N-Methylaminooxy-Functionalized Polypeptides for Preparation of Neoglycoconjugates.
Versatile N-Methylaminooxy-Functionalized Polypeptides for Preparation of Neoglycoconjugates.
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DOI：
10.1021/acs.biomac.9b00138
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发表时间：
2019-03
影响因子：
6.2
通讯作者：
A. L. Wollenberg;Pesach Perlin;T. Deming
中科院分区：
文献类型：
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作者：
A. L. Wollenberg;Pesach Perlin;T. Deming
描述了一组新的含有 N-甲基氨基氧基侧链功能性的明确多肽的制备和表征。这些官能团使得多肽能够与水中的各种未修饰的还原糖直接偶联，从而以高产率产生新糖多肽。使用不同的多肽支架产生了具有可调节链构象、疏水性和电荷的新糖缀合物。还发现这些新的新糖多肽在 pH 7.4 和 37 °C 的水介质中可稳定稳定 1 周。使用未修饰的糖进行直接合成、糖缀合的高产率和缀合物稳定性的组合使这些多肽成为开发可降解糖蛋白模拟物的有吸引力的候选者。
The preparation and characterization of a new set of well-defined polypeptides containing N-methylaminooxy side-chain functionality is described. These functional groups enabled the direct coupling of polypeptides with a variety of unmodified reducing saccharides in water to give neoglycopolypeptides in high yields. The use of different polypeptide scaffolds resulted in neoglycoconjugates with tunable chain conformations, hydrophobicity, and charge. These new neoglycopolypeptides were also found to be stable in aqueous media at pH 7.4 and 37 °C for 1 week. The combination of straightforward synthesis using unmodified saccharides, high yields of saccharide conjugation, and conjugate stability makes these polypeptides attractive candidates for development of degradable glycoprotein mimics.