本實驗室先前已經成功利用脯胺酸多肽作為骨架，合成出脯胺酸螺旋三聚環分子。利用脯胺酸多肽剛性結構的特性，在指定的脯胺酸上修飾醣配基，可以調控醣配基之間的距離。先前的研究中，已經利用上述的脯胺酸螺旋三聚環設計出對HPA有高度選擇性的分子。然而，對於脯胺酸三聚環分子性質仍然有不明瞭的部分。我們想知道在三聚環分子中，脯胺酸多肽是否能夠旋轉，進而導致醣配基方向受到影響。另外，我們也想討論不同長度的脯胺酸多肽對於三聚環分子的穩定性有何影響。本論文第一部分中，我們嘗試以先前脯胺酸螺旋三聚環分子為基礎，在同一種骨架但是不同的位置脯胺酸接上N-乙醯半乳糖胺，最後再利用表面電漿共振(SPR)測試比較各種不同位置醣配基對HPA的結合能力影響，顯示脯胺酸多肽在環狀骨架中的性質。而第二部分中，我們設計出不同長度的脯胺酸多肽，合成出大小不同的脯胺酸螺旋三聚環分子，與先前研究中的脯胺酸螺旋三聚環分子做圓二色性分析比較，顯示不同長度的脯胺酸多肽所組成的脯胺酸螺旋三聚環分子的穩定性。

Our group has previously used polyproline as a scaffold to synthesize polyproline tri-helix macrocycle. By utilizing the the rigid structure of the polyproline, conjugation of the glycan ligand on the specific proline residues allows controlling the distance between the glycan ligands. Polyproline tri-helix macrocycle has previously been used to build a selective macromolecule to HPA. However, it is still unclear about the molecular nature of the polyproline tri-helix macrocycle. It is essential to know whether the polyproline helix can rotate in the polyproline tri-helix macrocycle, which leads to the orientation of the glycan ligands. In addition, we also investigated how the length of polyproline helix affects on the stability of polyproline tri-helix macrocycle. In the first part of this thesis, we attached N-acetylgalactosamine to different positions of the same polyproline tri-helix scaffold. Surface plasma resonance (SPR) analysis was used to compare the effects of different position of the sugar ligands by the binding avidity of HPA. The results indicate the polyproline properties in the polyproline tri-helix macrocycle. In the second part, we designed polyproline tri-helix macrocycles assembled with different lengths of polyproline helix in order to compare with the compound from previous studies by Circle Dichroism (CD). The results show that the stability of the polyproline tri-helix macrocycle composed of different lengths of polyproline.

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