Yuan Dan, Du Xuewen, Shi Junfeng, Zhou Ning, Baoum Abdulgader Ahmed, Al Footy Khalid Omar, Badahdah Khadija Omar, Xu Bing
Department of Chemistry, Brandeis University, 415 South Street, MS015, Waltham, MA 02453, USA.
Department of Chemistry, King Abdulaziz University, Jeddah, Saudi Arabia.
Beilstein J Org Chem. 2015 Aug 3;11:1352-9. doi: 10.3762/bjoc.11.145. eCollection 2015.
This article reports the synthesis of a new class of conjugates containing a nucleobase, a peptidic epitope, and a saccharide and the evalution of their gelation, biostability, and cell compatibility. We demonstrate a facile synthetic process, based on solid-phase peptide synthesis of nucleopeptides, to connect a saccharide with the nucleopeptides for producing the target conjugates. All the conjugates themselves (1-8) display excellent solubility in water without forming hydrogels. However, a mixture of 5 and 8 self-assembles to form nanofibers and results in a supramolecular hydrogel. The proteolytic stabilities of the conjugates depend on the functional peptidic epitopes. We found that TTPV is proteolytic resistant and LGFNI is susceptible to proteolysis. In addition, all the conjugates are compatible to the mammalian cells tested.
本文报道了一类新型共轭物的合成，这类共轭物包含一个核碱基、一个肽表位和一个糖类，并对它们的凝胶化、生物稳定性和细胞相容性进行了评估。我们展示了一种基于核苷肽固相肽合成的简便合成方法，用于将糖类与核苷肽连接以制备目标共轭物。所有共轭物本身（1 - 8）在水中表现出优异的溶解性，不会形成水凝胶。然而，5和8的混合物自组装形成纳米纤维并产生超分子水凝胶。共轭物的蛋白水解稳定性取决于功能性肽表位。我们发现TTPV具有抗蛋白水解能力，而LGFNI易受蛋白水解作用影响。此外，所有共轭物与所测试的哺乳动物细胞具有相容性。
