Mesh : Oxidation-Reduction Cross-Linking Reagents / chemistry Polyamines / chemistry Galactose Oxidase / chemistry metabolism Galactose / chemistry Lactose / chemistry Agaricus / chemistry Carbohydrates / chemistry

来  源:   DOI:10.1021/acs.biomac.4c00457   PDF(Pubmed)

Abstract:
Carbonyl cross-linkers are used to modify textiles and form resins, and are produced annually in megatonne volumes. Due to their toxicity toward the environment and human health, however, less harmful biobased alternatives are needed. This study introduces carbonyl groups to lactose and galactose using galactose oxidase from Fusarium graminearum (FgrGalOx) and pyranose dehydrogenase from Agaricus bisporus (AbPDH1) to produce four cross-linkers. Differential scanning calorimetry was used to compare cross-linker reactivity, most notably resulting in a 34 °C decrease in reaction peak temperature (72 °C) for FgrGalOx-oxidized galactose compared to unmodified galactose. Attenuated total reflectance Fourier-transform infrared (ATR-FTIR) spectroscopy, X-ray photoelectron spectroscopy (XPS), and proton nuclear magnetic resonance (1H NMR) spectroscopy were used to verify imine formation and amine and aldehyde depletion. Cross-linkers were shown to form gels when mixed with polyallylamine, with FgrGalOx-oxidized lactose forming gels more effectively than all other cross-linkers, including glutaraldehyde. Further development of carbohydrate cross-linker technologies could lead to their adoption in various applications, including in adhesives, resins, and textiles.
摘要:
羰基交联剂用于改性纺织品和形成树脂,并且每年以百万吨的数量生产。由于它们对环境和人类健康的毒性,然而,需要危害较小的生物基替代品。这项研究使用禾谷镰刀菌(FgrGalOx)的半乳糖氧化酶和双孢蘑菇(AbPDH1)的吡喃糖脱氢酶将羰基引入乳糖和半乳糖,以产生四个交联剂。差示扫描量热法用于比较交联剂反应性,最值得注意的是,与未修饰的半乳糖相比,FgrGalOx氧化的半乳糖的反应峰值温度(72°C)降低了34°C。衰减全反射傅里叶变换红外(ATR-FTIR)光谱,X射线光电子能谱(XPS),和质子核磁共振(1HNMR)光谱用于验证亚胺的形成以及胺和醛的消耗。交联剂与聚烯丙胺混合时显示形成凝胶,与FgrGalOx氧化乳糖形成凝胶比所有其他交联剂更有效,包括戊二醛.碳水化合物交联剂技术的进一步发展可能导致它们在各种应用中的采用,包括粘合剂,树脂,和纺织品。
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