Azido Pentoses: A New Tool To Efficiently Label Mycobacterium tuberculosis Clinical Isolates

作者：Kolbe Katharina; Moeckl Leonhard; Sohst Victoria; Brandenburg Julius; Engel Regina; Malm Sven; Braeuchle Christoph; Holst Otto; Lindhorst Thi**e K^*; Reiling Norbert^*

来源：ChemBioChem, 2017, 18(13): 1172-1176.

DOI：10.1002/cbic.201600706

• arabinan metabolism
• carbohydrates
• click chemistry
• metabolic labeling
• Mycobacterium tuberculosis

Mycobacterium tuberculosis (Mtb), the main causative agent of tuberculosis (Tb), has a complex cell envelope which forms an efficient barrier to antibiotics, thus contributing to the challenges of anti-tuberculosis therapy. However, the unique Mtb cell wall can be considered an advantage and be utilized to selectively label Mtb bacteria. Here we introduce three azido pentoses as new compounds for metabolic labeling of Mtb: 3-azido arabinose (3AraAz), 3-azido ribose (3RiboAz), and 5-azido arabinofuranose (5AraAz). 5AraAz demonstrated the highest level of Mtb labeling and was efficiently incorporated into the Mtb cell wall. All three azido pentoses can be easily used to label a variety of Mtb clinical isolates without influencing Mtb-dependent phagosomal maturation arrest in infection studies with human macrophages. Thus, this metabolic labeling method offers the opportunity to attach desired molecules to the surface of Mtb bacteria in order to facilitate investigation of the varying virulence characteristics of different Mtb clinical isolates, which influence the outcome of a Tb infection.

• 出版日期2017-7-4
• 单位NIH