Exploration of expanded carbohydrate chemical space to access biological activity using microwave-induced acid condensation of simple sugars.
Exploration of expanded carbohydrate chemical space to access biological activity using microwave-induced acid condensation of simple sugars.
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DOI：
10.1039/d2ra01463g
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发表时间：
2022-04-07
期刊：
影响因子：
3.9
通讯作者：
Yates EA
中科院分区：
文献类型：
--
作者：
London JA;Taylor SL;Barsukov I;Cartmell A;Yates EA
复合聚糖在自然界中普遍存在，对生命至关重要。然而，尽管它们的作用多种多样，但只有一小部分潜在的化学空间被探索。然而，这种化学空间的新区域可以通过产生自然界中不存在的结构或通过修饰天然存在的多糖结构来获得-统称为新多糖（NP）。描述了两种NP的合成路线;从头路线，直接从单糖起始材料和官能化路线，涉及现有多糖的糖基化。该反应涉及在微波加热下的简单缩合步骤，由环境友好的有机酸催化，并通过产生具有生物活性的结构来说明，所述生物活性范围从细胞信号传导和抑制细菌生长到模拟病原微生物的碳水化合物抗原。该方法适用于精细化学品，因为它适用于工业废物，例如生物技术衍生的d-阿洛酮糖（d-阿洛酮糖）或生物发酵的废物产物。这种化学空间解锁了新的功能，产生了复杂的聚糖，可应用于生物，医学，生物技术和材料科学领域。单糖的缩合提供了具有多种生物活性的新多糖，扩大了碳水化合物化学空间。
Complex glycans are ubiquitous in nature and essential to life. Despite their diverse roles, however, only a fraction of their potential chemical space has been explored. New regions of this chemical space can, nevertheless, be accessed by generating structures that do not occur in nature or by modifying naturally-occurring polysaccharide structures – collectively, termed new polysaccharides (NPs). Two synthetic routes to NPs are described; the de novo route, directly from monosaccharide starting materials and the functionalization route, involving glycosylation of existing polysaccharides. The reaction involves a simple condensation step under microwave heating, catalysed by environmentally benign organic acids and is illustrated by the generation of structures with biological activities ranging from cell signalling and inhibition of bacterial growth, to mimicking carbohydrate antigens of pathogenic microorganisms. The method is as applicable to fine chemicals as it is to industrial waste, for example, biotechnologically-derived d-allulose (d-psicose), or the waste products of biofermentation. Accessing this chemical space unlocks new functionalities, generating complex glycans with applications in the biological, medical, biotechnological and materials science arenas. Condensation of simple sugars provides new polysaccharides with diverse biological activities, expanding access to carbohydrate chemical space.
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影响因子：
4.2
作者：
Chen, Xiaowen;Shekiro, Joseph;Tucker, Melvin
通讯作者：
Tucker, Melvin
影响因子：
18.2
作者：
Moura APV;Santos LCB;Brito CRN;Valencia E;Junqueira C;Filho AAP;Sant'Anna MRV;Gontijo NF;Bartholomeu DC;Fujiwara RT;Gazzinelli RT;McKay CS;Sanhueza CA;Finn MG;Marques AF
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Marques AF
影响因子：
3.8
作者：
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通讯作者：
Maldonado RA
影响因子：
4.8
作者：
Ori, Alessandro;Wilkinson, Mark C.;Fernig, David G.
通讯作者：
Fernig, David G.
影响因子：
5.6
作者：
Pawar PM;Koutaniemi S;Tenkanen M;Mellerowicz EJ
通讯作者：
Mellerowicz EJ