Hanay Saltuk B, O'Dwyer Joanne, Kimmins Scott D, de Oliveira Fernando C S, Haugh Matthew G, O'Brien Fergal J, Cryan Sally-Ann, Heise Andreas
Department of Chemistry, Royal College of Surgeons in Ireland, Dublin 2, Ireland.
Drug Delivery and Advanced Materials Team, School of Pharmacy, RCSI, Dublin 2, Ireland.
ACS Macro Lett. 2018 Aug 21;7(8):944-949. doi: 10.1021/acsmacrolett.8b00431. Epub 2018 Jul 20.
Crosslinking of tryptophan (Trp) containing copolypeptides with varying ratios of benzyl-l-glutamate (BLG) and Nα-(carbobenzyloxy)-l-lysine (Z-Lys) is achieved by the selective reaction with hexamethylene-bis-TAD (bisTAD). Conversion of the resulting organogels into biocompatible hydrogels by full BLG or Z-Lys deprotection is demonstrated. Moreover, diffusion controlled deprotection allows the design of macroscopic hybrid organohydrogels comprising hydrophilic as well as hydrophobic regions at a desired ratio and position. FTIR and SEM analysis confirm the coexistence of both hydrophilic and hydrophobic segments in one copolypeptide piece. Selective loading of hydrogel and organogel segments with hydrophilic and hydrophobic dyes, respectively, is observed on macroscopic amphiphilic gels and films. These materials offer significant potential as dual-loaded drug release gels as well as tissue engineering platforms.
通过与六亚甲基 - 双 - TAD（bisTAD）的选择性反应，实现了含有不同比例苄基 - L - 谷氨酸（BLG）和Nα - （苄氧羰基） - L - 赖氨酸（Z - Lys）的含色氨酸（Trp）共多肽的交联。通过完全脱保护BLG或Z - Lys，证明了所得有机凝胶向生物相容性水凝胶的转化。此外，扩散控制的脱保护允许设计在所需比例和位置包含亲水和疏水区域的宏观杂化有机水凝胶。傅里叶变换红外光谱（FTIR）和扫描电子显微镜（SEM）分析证实了在一个共多肽片段中亲水和疏水链段的共存。在宏观两亲性凝胶和薄膜上分别观察到水凝胶和有机凝胶片段对亲水和疏水染料的选择性负载。这些材料作为双负载药物释放凝胶以及组织工程平台具有巨大潜力。
