Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, K1N 6N5, Canada.
School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK.
Chemistry. 2018 Jun 4;24(31):7834-7839. doi: 10.1002/chem.201800857. Epub 2018 May 8.
Antifreeze glycoproteins (AFGPs) are polymeric natural products that have drawn considerable interest in diverse research fields owing to their potent ice recrystallization inhibition (IRI) activity. Self-assembled materials have emerged as a promising class of biomimetic ice growth inhibitor, yet the development of AFGP-based supramolecular materials that emulate the aggregative behavior of AFGPs have not yet been reported. This work reports the first example of the 1D self-assembly and IRI activity of AFGP-functionalized perylene bisimides (AFGP-PBIs). Glycopeptide-functionalized PBIs underwent 1D self-assembly in water and showed modest IRI activity, which could be tuned through substitution of the PBI core. This work presents essential proof-of-principle for the development of novel IRIs as potential supramolecular cryoprotectants and glycoprotein mimics.
抗冻蛋白 (AFGPs) 是一种聚合天然产物，由于其具有很强的冰再结晶抑制 (IRI) 活性，因此在各个研究领域引起了相当大的关注。自组装材料已成为一类很有前途的仿生冰生长抑制剂，但尚未有基于 AFGP 的超分子材料的报道，这些材料可以模拟 AFGP 的聚集行为。本工作报道了 AFGP 功能化苝二酰亚胺 (AFGP-PBIs) 一维自组装和 IRI 活性的首例实例。糖肽功能化的 PBIs 在水中发生一维自组装，并表现出适度的 IRI 活性，通过 PBI 核心的取代可以对其进行调节。这项工作为开发新型 IRI 作为潜在的超分子抗冻保护剂和糖蛋白模拟物提供了重要的原理证明。
