A novel 34 amino acid long collagen-like peptide rich in proline, hydroxyproline, and glycine, and with several photoreactive N-acyl-7-nitroindoline units incorporated into the peptide backbone was synthesized by on-resin fragment condensation. The circular dichroism measurement of this peptide supports a stable triple helix structure. This peptide has potential as a new biomimetic material with built-in latent photochemical functions that enable the decomposition into small peptide fragments by illumination with UV light of 350 nm. Using a photoreactive glycine derivative as a model compound for the collagen-like peptide, we demonstrate that its photolysis can also be triggered by a two-photon absorption process using a femtosecond laser at 710 nm. When a thin film of this compound is irradiated with femtosecond laser light at 710 nm the photochemistry occurs only at locations of irradiation. In addition, the collagen-like peptide is able to support mesenchymal stem cell growth, indicating its non-toxicity to these cells and its potential in tissue engineering applications.
合成了一种含有34个
氨基酸的胶原样肽,富含脯
氨酸、羟脯
氨酸和甘
氨酸,并在肽骨架中引入了几个光反应性N-酰基-
7-硝基吲哚单元。对该肽的圆二色性测量支持其稳定的三螺旋结构。这种肽具有潜力作为一种新的仿生材料,具有内置的潜在光
化学功能,可以通过350纳米紫外光照射分解为小肽片段。使用光反应性甘
氨酸衍
生物作为胶原样肽的模型化合物,我们证明其光解也可以通过710纳米飞秒激光的双光子吸收过程触发。当这种化合物的薄膜被710纳米飞秒激光照射时,光
化学反应仅发生在照射位置。此外,胶原样肽能够支持间充质干细胞的生长,表明其对这些细胞无毒,并在组织工程应用中具有潜力。