Abstract:
Thiol-Michael addition is a chemical reaction extensively used for conjugating peptides to polysaccharides with applications as biomaterials. In the present study, for designing a bioactive element in electrospun scaffolds as wound dressing material, a chemical strategy for the semi-synthesis of a hyaluronan-elastin conjugate containing an amide linker (ELAHA) was developed in the presence of tris(2-carboxyethyl)phosphine hydrochloride (TCEP ⋅ HCl). The bioconjugate was electrospun with poly-D,L-lactide (PDLLA), obtaining scaffolds with appealing characteristics in terms of morphology and cell viability of dermal fibroblast cells. For comprehending the factors influencing the efficiency of the bioconjugation reaction, thiolated amino acids were also investigated as nucleophiles toward hyaluronan decorated with Michael acceptors in the presence of TCEP ⋅ HCl through the evaluation of byproducts formation.
摘要:
硫醇-迈克尔加成是一种化学反应,广泛用于将肽与多糖缀合,用作生物材料。在本研究中,用于在电纺支架中设计生物活性元件作为伤口敷料材料,在三(2-羧乙基)膦盐酸盐(TCEPHCl)存在下,开发了半合成含有酰胺接头(ELAHA)的透明质酸-弹性蛋白缀合物的化学策略。生物缀合物与poly-D电纺丝,L-丙交酯(PDLLA),获得在真皮成纤维细胞的形态和细胞活力方面具有吸引人的特征的支架。为了理解影响生物缀合反应效率的因素,在TCEPHCl存在下,通过评估副产物的形成,还研究了巯基化氨基酸作为亲核试剂对用Michael受体修饰的透明质酸的作用。