RESUMO
We have developed an efficient method for the synthesis of (E)-trisubstituted vinyl bromides via a Friedel-Crafts-type addition of alkynes to oxocarbenium ions formed in situ from acetals. The success of this reaction relies on identification of MgBr2·OEt2 as both a Lewis acid promoter and bromide source. This reaction employs simple, inexpensive starting materials and proceeds under mild conditions to allow the preparation of a range of vinyl bromide products in high yields and E:Z selectivities. Furthermore, the vinyl bromide products also contain an allylic ether functional group. Both the vinyl bromide and allylic ether are effective handles for the elaboration of these useful synthetic intermediates.
RESUMO
In this study, we characterized the production and release of botulinum neurotoxin during growth of two Clostridium botulinum strains, Hall A and NCTC2916, of distinct gene organizations. The intra- and extracellular fractions of the bacterial cells harvested at various stages of growth were analyzed for the neurotoxin. Both strains exhibited a temporal neurotoxin gene expression; however, these two strains differ in their patterns of growth, toxin production, toxin release, and post-translational nicking. Comparing to the NCTC2916 strain, the Hall A strain showed an extended stationary phase, delayed autolysis, and earlier expression and release of neurotoxin. Understanding the differences between these two toxin-producing strains may provide insights into the toxinogenesis of C. botulinum.