Abstract:
Aromatic oligoamide sequences programmed to fold into stable helical conformations were designed to display a linear array of hydrogen-bond donors and acceptors at their surface. Sequences were prepared by solid-phase synthesis. Solution 1 H NMR spectroscopic studies and solid-state crystallographic structures demonstrated the formation of stable hydrogen-bond-mediated dimeric helix bundles that could be either heterochiral (with a P and an M helix) or homochiral (with two P or two M helices). Formation of the hetero- or homochiral dimers could be driven quantitatively using different chlorinated solvents-exemplifying a remarkable case of either social or narcissistic chiral self-sorting or upon imposing absolute handedness to the helices to forbid PM species.
摘要:
被编程为折叠成稳定的螺旋构象的芳香族寡酰胺序列被设计为在其表面显示氢键供体和受体的线性阵列。在固相合成上合成序列。溶液1HNMR光谱研究和固态晶体学结构表明,形成了稳定的氢键介导的二聚体螺旋束,该束可以是异手性的(具有P和M螺旋)或同手性的(具有两个P或两个M螺旋)。可以使用不同的氯化溶剂定量驱动异质或同向二聚体的形成-举例说明了社交或自恋性手性自分类的显着情况,或者对螺旋施加绝对的惯用性以禁止PM物种。