Author/Authors :
Gang Zhao، نويسنده , , Wei Wan، نويسنده , , Shahrzad Mansouri، نويسنده , , Joshua F. Alfaro، نويسنده , , Bonnie L. Bassler، نويسنده , , Kenneth A. Cornell، نويسنده , , Zhaohui Sunny Zhou، نويسنده ,
Abstract :
Bacterial quorum sensing is mediated by autoinducers, small signaling molecules generated by bacteria. It has been proposed that the LuxS enzyme converts S-ribosyl- -homocysteine to 4,5-dihydroxy-2,3-pentanedione, the precursor of autoinducer 2 (AI-2). We report here a chemical synthesis of S-ribosyl- -homocysteine and its analogue using Mitsunobu coupling. Chemically synthesized ribosylhomocysteine has been confirmed as a substrate for LuxS in both an enzyme assay and a whole cell quorum sensing assay. The chemical entities of products from the LuxS reaction were also established. Several ribosylhomocysteine analogues have been tested as LuxS inhibitors.