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Probing the Mycobacterial Trehalome with Bioorthogonal Chemistry
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2012-09-24 , DOI: 10.1021/ja3062419
Benjamin M Swarts 1 , Cynthia M Holsclaw , John C Jewett , Marina Alber , Douglas M Fox , M Sloan Siegrist , Julie A Leary , Rainer Kalscheuer , Carolyn R Bertozzi
Affiliation  

Mycobacteria, including the pathogen Mycobacterium tuberculosis, use the non-mammalian disaccharide trehalose as a precursor for essential cell-wall glycolipids and other metabolites. Here we describe a strategy for exploiting trehalose metabolic pathways to label glycolipids in mycobacteria with azide-modified trehalose (TreAz) analogues. Subsequent bioorthogonal ligation with alkyne-functionalized probes enabled detection and visualization of cell-surface glycolipids. Characterization of the metabolic fates of four TreAz analogues revealed unique labeling routes that can be harnessed for pathway-targeted investigation of the mycobacterial trehalome.

中文翻译:

用生物正交化学探索分枝杆菌海藻组

分枝杆菌,包括病原体结核分枝杆菌,使用非哺乳动物二糖海藻糖作为必需细胞壁糖脂和其他代谢物的前体。在这里,我们描述了一种利用海藻糖代谢途径用叠氮化物修饰的海藻糖 (TreAz) 类似物标记分枝杆菌中的糖脂的策略。随后与炔烃功能化探针的生物正交连接能够检测和可视化细胞表面糖脂。四种 TreAz 类似物代谢命运的表征揭示了独特的标记路线,可用于分枝杆菌海藻组的通路靶向研究。
更新日期:2012-09-24
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