l-Fucose and l-fucose-containing polysaccharides, glycoproteins or glycolipids play an important role in a variety of biological processes. l-Fucose-containing glycoconjugates have been implicated in many diseases including cancer and rheumatoid arthritis. Interest in fucose and its derivatives is growing in cancer research, glyco-immunology, and the study of host–pathogen interactions. l-Fucose can be extracted from bacterial and algal polysaccharides or produced (bio)synthetically. While deuterated glucose and galactose are available, and are of high interest for metabolic studies and biophysical studies, deuterated fucose is not easily available. Here, we describe the production of perdeuterated l-fucose, using glyco-engineered Escherichia coli in a bioreactor with the use of a deuterium oxide-based growth medium and a deuterated carbon source. The final yield was 0.2 g L⁻¹ of deuterated sugar, which was fully characterized by mass spectrometry and nuclear magnetic resonance spectroscopy. We anticipate that the perdeuterated fucose produced in this way will have numerous applications in structural biology where techniques such as NMR, solution neutron scattering and neutron crystallography are widely used. In the case of neutron macromolecular crystallography, the availability of perdeuterated fucose can be exploited in identifying the details of its interaction with protein receptors and notably the hydrogen bonding network around the carbohydrate binding site.

中文翻译：

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从糖工程细菌生产过氘化岩藻糖

l-岩藻糖和含l-岩藻糖的多糖、糖蛋白或糖脂在多种生物过程中发挥重要作用。l -含岩藻糖的糖缀合物与许多疾病有关，包括癌症和类风湿性关节炎。在癌症研究、糖免疫学和宿主-病原体相互作用的研究中，人们对岩藻糖及其衍生物的兴趣日益浓厚。l -岩藻糖可以从细菌和藻类多糖中提取或合成（生物）生产。虽然氘代葡萄糖和半乳糖是可用的，并且对代谢研究和生物物理研究具有很高的兴趣，但氘代岩藻糖并不容易获得。在这里，我们描述了全氘化l-岩藻糖，在生物反应器中使用糖工程大肠杆菌，使用基于氧化氘的生长培养基和氘化碳源。最终产量为 0.2 g L ^-1的氘代糖，通过质谱和核磁共振光谱对其进行了充分表征。我们预计以这种方式生产的过氘化岩藻糖将在结构生物学中具有广泛的应用，其中广泛使用诸如 NMR、溶液中子散射和中子晶体学等技术。在中子大分子晶体学的情况下，可以利用过氘化岩藻糖的可用性来确定其与蛋白质受体相互作用的细节，特别是碳水化合物结合位点周围的氢键网络。