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Tailoring trehalose for biomedical and biotechnological applications
Pure and Applied Chemistry ( IF 1.8 ) Pub Date : 2017-08-28 , DOI: 10.1515/pac-2016-1025
Mara K O'Neill 1 , Brent F Piligian 1 , Claire D Olson 1 , Peter J Woodruff 2 , Benjamin M Swarts 1
Affiliation  

Abstract Trehalose is a non-reducing sugar whose ability to stabilize biomolecules has brought about its widespread use in biological preservation applications. Trehalose is also an essential metabolite in a number of pathogens, most significantly the global pathogen Mycobacterium tuberculosis, though it is absent in humans and other mammals. Recently, there has been a surge of interest in modifying the structure of trehalose to generate analogs that have applications in biomedical research and biotechnology. Non-degradable trehalose analogs could have a number of advantages as bioprotectants and food additives. Trehalose-based imaging probes and inhibitors are already useful as research tools and may have future value in the diagnosis and treatment of tuberculosis, among other uses. Underlying the advancements made in these areas are novel synthetic methods that facilitate access to and evaluation of trehalose analogs. In this review, we focus on both aspects of the development of this class of molecules. First, we consider the chemical and chemoenzymatic methods that have been used to prepare trehalose analogs and discuss their prospects for synthesis on commercially relevant scales. Second, we describe ongoing efforts to develop and deploy detectable trehalose analogs, trehalose-based inhibitors, and non-digestible trehalose analogs. The current and potential future uses of these compounds are discussed, with an emphasis on their roles in understanding and combatting mycobacterial infection.

中文翻译:

为生物医学和生物技术应用定制海藻糖

摘要 海藻糖是一种非还原性糖,其稳定生物分子的能力使其在生物保鲜应用中得到广泛应用。海藻糖也是许多病原体的必需代谢物,最重要的是全球病原体结核分枝杆菌,尽管它在人类和其他哺乳动物中不存在。最近,人们对修改海藻糖的结构以产生可用于生物医学研究和生物技术的类似物的兴趣激增。不可降解的海藻糖类似物作为生物保护剂和食品添加剂具有许多优点。基于海藻糖的成像探针和抑制剂已经可用作研究工具,并且可能在结核病的诊断和治疗以及其他用途中具有未来价值。在这些领域取得进步的基础是新的合成方法,这些方法促进了海藻糖类似物的获取和评估。在这篇综述中,我们重点关注此类分子发展的两个方面。首先,我们考虑了用于制备海藻糖类似物的化学和化学酶促方法,并讨论了它们在商业相关规模上合成的前景。其次,我们描述了开发和部署可检测海藻糖类似物、基于海藻糖的抑制剂和不可消化的海藻糖类似物的持续努力。讨论了这些化合物的当前和潜在的未来用途,重点是它们在理解和对抗分枝杆菌感染中的作用。我们专注于此类分子开发的两个方面。首先,我们考虑了用于制备海藻糖类似物的化学和化学酶促方法,并讨论了它们在商业相关规模上合成的前景。其次,我们描述了开发和部署可检测海藻糖类似物、基于海藻糖的抑制剂和不可消化的海藻糖类似物的持续努力。讨论了这些化合物的当前和潜在的未来用途,重点是它们在理解和对抗分枝杆菌感染中的作用。我们专注于此类分子开发的两个方面。首先,我们考虑了用于制备海藻糖类似物的化学和化学酶促方法,并讨论了它们在商业相关规模上合成的前景。其次,我们描述了开发和部署可检测海藻糖类似物、基于海藻糖的抑制剂和不可消化的海藻糖类似物的持续努力。讨论了这些化合物的当前和潜在的未来用途,重点是它们在理解和对抗分枝杆菌感染中的作用。我们描述了为开发和部署可检测的海藻糖类似物、海藻糖抑制剂和不可消化的海藻糖类似物而正在进行的努力。讨论了这些化合物的当前和潜在的未来用途,重点是它们在理解和对抗分枝杆菌感染中的作用。我们描述了为开发和部署可检测的海藻糖类似物、海藻糖抑制剂和不可消化的海藻糖类似物而正在进行的努力。讨论了这些化合物的当前和潜在的未来用途,重点是它们在理解和对抗分枝杆菌感染中的作用。
更新日期:2017-08-28
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