stereochemical insignificance discovered in acinetobacter baumannii quorum sensing立体化学的无意义中发现鲍曼不动杆菌群体感应.pdfVIP

Stereochemical Insignificance Discovered in Acinetobacter baumannii Quorum Sensing 1,2,3. 1,2. 1,2. 1,2 4 Amanda L. Garner , Sook Kyung Kim , Jie Zhu , Anjali Kumari Struss , Richard Watkins , Brent D. Feske4, Gunnar F. Kaufmann1,2, Kim D. Janda1,2,3* 1 Departments of Chemistry and Immunology and Microbial Science, The Scripps Research Institute, La Jolla, California, United States of America, 2 The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, California, United States of America, 3 The Worm Institute for Research and Medicine, The Scripps Research Institute, La Jolla, California, United States of America, 4 Department of Chemistry, Armstrong Atlantic State University, Savannah, Georgia, United States of America Abstract Stereochemistry is a key aspect of molecular recognition for biological systems. As such, receptors and enzymes are often highly stereospecific, only recognizing one stereoisomer of a ligand. Recently, the quorum sensing signaling molecules used by the nosocomial opportunistic pathogen, Acinetobacter baumannii, were identified, and the primary signaling molecule isolated from this species was N-(3-hydroxydodecanoyl)-L-homoserine lactone. A plethora of bacterial species have been demonstrated to utilize 3-hydroxy-acylhomoserine lactone autoinducers, and in virtually all cases, the (R)-stereoisomer was identified as the natural ligand and exhibited greater autoinducer activity than the corresponding (S)-stereoisomer. Using chemical synthesis and biochemical assays, we have uncovered a case of stereochemical insignificance in A. baumannii and provide a unique example where stereochemistry appears nonessential for acylhomoserine lactone-mediated qu