75266-39-6Relevant articles and documents
A convergent synthesis of carbocyclic sinefungin and its C-5 epimer
Ghosh, Arun K.,Lv, Kai
, p. 6761 - 6768 (2016/02/18)
A convergent synthesis of carbocyclic sinefungin (2), its C-5 epimer 3a, and adenine-modified derivative 3b is described. The key features of our approach include the use of commercially available L-methionine and readily available (1R,4S)-4-hydroxy-2-cyclopentenyl acetate as starting materials, a cross-metathesis reaction, an enzymatic kinetic resolution, and a Staudinger reduction. The current synthesis is flexible and, therefore, provides convenient access to the synthesis of various carbocyclic sinefungin analogues for biological evaluation. A convergent synthesis of carbocyclic sinefungin (2), its C-5 epimer 3a, and adenine-modified derivative 3b is described. The key features of this approach include the use of commercially available L-methionine and readily available (1R,4S)-4-hydroxy-2-cyclopentenyl acetate, a cross-metathesis reaction, an enzymatic kinetic resolution, and a Staudinger reduction.
Synthesis of new 3- and 4-substituted analogues of acyl homoserine lactone quorum sensing autoinducers
Olsen,Severinsen,Rasmussen,Hentzer,Givskov,Nielsen
, p. 325 - 328 (2007/10/03)
The quorum sensing mechanism in Gram-negative bacteria uses small intercellular signal molecules, N-acyl-homoserine lactones (AHLs), to control transcription of specific genes in relation to population density. In this communication, we describe the parallel synthesis of new AHL analogues, in which substituents have been introduced into the 3- and 4-positions of the lactone ring. These analogues have been screened for their ability to activate and inhibit a Vibrio fischeri LuxI/LuxR-derived quorum sensing reporter system.
N-(benzyloxycarbonyl)-L-vinylglycine methyl ester
Carrasco, Michael,Jones, Robert J.,Kamel, Scott,Rapoport,Truong, Thien
, p. 29 - 29 (2017/05/20)
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